Preparing Esters By Alkylation Or Isomerization Patents (Class 560/203)
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Patent number: 11021617Abstract: The disclosure relates to polymers including one or more 1,1-disubstitued alkene monomers. By employing a plurality of monomers and/or tailored chain structure, polymers having improved combinations of properties are achieved. The polymer may be a copolymer, preferably including two or more 1,1-disubstituted alkene monomers. The polymer may be a homopolymer having a tailored chain structure.Type: GrantFiled: April 11, 2019Date of Patent: June 1, 2021Assignee: Sirrus, Inc.Inventors: Jeffrey M. Sullivan, Aniruddha Palsule, Alexander R. Holzer, Peter Rulon Stevenson, Kshitij Kishen Parab
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Patent number: 10934411Abstract: Curable compositions containing a compound comprising a conjugated diene group and a 1,1-di-activated vinyl compound are described. The curable compositions can cure by pericyclic reaction mechanisms.Type: GrantFiled: October 2, 2017Date of Patent: March 2, 2021Assignee: PPG Industries Ohio, Inc.Inventors: Jonathan Thomas Martz, Michael Andrew Zalich, Aditya Lakshmi Narasimha Raju Gottumukkala, Stuart Damon Hellring, Ronnie Albertus Johannes Peskens
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Patent number: 9540309Abstract: An improvement in the production of methylidene malonates is attained by use of specific reaction phase and/or separation phase polymerization inhibitors and combinations thereof.Type: GrantFiled: March 9, 2015Date of Patent: January 10, 2017Assignee: OptMed, Inc.Inventor: Bernard M Malofsky
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Patent number: 8829225Abstract: An improvement in the production of 1,1-disubstituted ethylenes is attained by contacting a 1,1-disubstituted ethylene with alumina and separating the alumina to obtain a 1,1-disubstituted ethylene with a good combination of cost, purity, shelf life and cure rate.Type: GrantFiled: January 28, 2013Date of Patent: September 9, 2014Assignee: OptMed, Inc.Inventors: Francis McConville, John Gregory Reid, Murugappa Vedachalam
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Publication number: 20130197264Abstract: An improved process for the production of methylidene malonates is attained by use of select iminium salt reactants.Type: ApplicationFiled: January 28, 2013Publication date: August 1, 2013Applicant: OptMed, Inc.Inventor: OptMed, Inc.
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Patent number: 7863478Abstract: The invention relates to compounds of the formula (I) or (II), to compositions which comprise such compounds, to corresponding processes for the preparation of the compounds or the compositions comprising same, and to the use thereof as light-protection filters.Type: GrantFiled: July 27, 2005Date of Patent: January 4, 2011Assignee: Merck Patent GmbHInventors: Christophe Carola, Frank Pfluecker, Herwig Buchholz, Hansjürgen Driller, Hans Neunhoeffer, Evgeniy V. Blyumin
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Publication number: 20100286433Abstract: Novel improved processes for the production and isolation of methylidene malonates via direct and indirect adduct processes.Type: ApplicationFiled: May 6, 2010Publication date: November 11, 2010Inventors: Bernard M. Malofsky, Chris Mariotti
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Publication number: 20080211333Abstract: An embodiment of the invention relates to a spindle motor of a magnetic recording storage device, the spindle motor comprising a fluid dynamic bearing comprising a lubricant comprising di-2-ethyl hexyl pimelate, di-2-ethyl hexyl suberate, or combinations thereof.Type: ApplicationFiled: March 1, 2007Publication date: September 4, 2008Applicant: SEAGATE TECHNOLOGY LLCInventors: Raquib Uddin Khan, James H. Smith
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Patent number: 7335799Abstract: The present invention relates to novel hydroxyl compounds, compositions comprising hydroxyl compounds, and methods useful for treating and preventing a variety of diseases and conditions such as, but not limited to aging, Alzheimer's Disease, cancer, cardiovascular disease, diabetic nephropathy, diabetic retinopathy, a disorder of glucose metabolism, dyslipidemia, dyslipoproteinemia, hypertension, impotence, inflammation, insulin resistance, lipid elimination in bile, obesity, oxysterol elimination in bile, pancreatitis, pancreatitius, Parkinson's disease, a peroxisome proliferator activated receptor-associated disorder, phospholipid elimination in bile, renal disease, septicemia, metabolic syndrome disorders (e.g., Syndrome X), thrombotic disorder. Compounds and methods of the invention can also be used to modulate C reactive protein or enhance bile production in a patient.Type: GrantFiled: December 23, 2003Date of Patent: February 26, 2008Assignee: Esperion Therapeutics, Inc.Inventors: Jean-Louis Henri Dasseux, Carmen Daniela Oniciu
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Patent number: 7173149Abstract: A process for preparing alkynecarboxylic acids includes the oxidation of an alkyne alcohol with a hypohalite in the presence of a nitroxyl compound at a pH of greater than 7 with continual addition of the alkyne alcohol and of the hypohalite to the reaction mixture.Type: GrantFiled: September 22, 2003Date of Patent: February 6, 2007Assignee: Consortium für elektrochemische Industrie GmbHInventors: Jürgen Stohrer, Elke Fritz-Langhals, Christian Brüninghaus
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Patent number: 7038072Abstract: The present invention is directed to a process for the synthesis of monoalkylated C—H acidic methylene group-containing compounds, such as malonic esters, and malonic ester nitriles.Type: GrantFiled: July 21, 2003Date of Patent: May 2, 2006Assignee: Degussa AGInventors: Kerstin Bodmann, Oliver Meyer, Manfred Kaufhold, Jürgen Fieker, Renate Paulczynski
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Patent number: 6740193Abstract: In accordance with the present invention, there are provided gem-diesters and epoxidized derivatives thereof. When cured, thermosets comprising invention gem-diesters and epoxidized derivatives thereof have thermally and/or chemically labile gem-diester groups interspersed throughout the crosslinked network. Thus, thermosets based on invention gem-diesters and epoxidized derivatives thereof can be easily reworked thermally or chemically by treatment with dilute acidic or basic solutions. Further provided by the present invention are adhesive compositions comprising invention gem-diesters and epoxidized derivatives thereof.Type: GrantFiled: December 21, 2001Date of Patent: May 25, 2004Assignee: Henkel CorporationInventors: John G. Woods, Jianzhao Wang, Jean M. J. Fréchet
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Patent number: 6646155Abstract: An ester of an &agr;,&bgr;-unsaturated carboxylic acid is prepared by reacting the carboxylic acid with a C6-C12-alkanol, cyclopentanol or cyclohexanol in the presence of an acidic esterification catalyst and of an entraining agent for removing the water of reaction formed in the esterification, by a process in which the entraining agent used is the olefin on which the alkanol is based.Type: GrantFiled: August 5, 2002Date of Patent: November 11, 2003Assignee: BASF AktiengesellschaftInventors: Reinhard Herzog, Gerhard Nestler, Jürgen Schröder
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Publication number: 20030162994Abstract: A subject of the present invention is new 6,6′-bis-(1-phosphanorbornadiene) diphosphines, their preparation process and their use in asymmetrical catalysis.Type: ApplicationFiled: January 15, 2003Publication date: August 28, 2003Inventors: Francois Mathey, Francois Mercier, Michel Spagnol, Frederic Robin, Virginie Mouries
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Patent number: 6555703Abstract: The invention relates to a process for forming a carboxylic benzyl ester comprising reacting a dibenzyl ether with a carboxylic acid in the presence of a heteropolyacid and forming a carboxylic acid benzyl ester.Type: GrantFiled: August 31, 2001Date of Patent: April 29, 2003Assignee: Bayer AktiengesellschaftInventors: Pieter Ooms, Bernd-Ulrich Schenke
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Patent number: 6541655Abstract: Complexes of a selected class of chiral ligands with molybdenum, tungsten or chromium, preferably molybdenum, are effective as catalysts in highly enantioselective and regioselective alkylation of allylic substrates.Type: GrantFiled: September 7, 2001Date of Patent: April 1, 2003Assignee: The Board of Trustees of the Leland Stanford Junior UniversityInventors: Barry M. Trost, Iwao Hachiya
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Patent number: 6534657Abstract: Ferrocene anchored chiral ligands and metal complexes based on such chiral ligands useful in asymmetric catalysis are disclosed. The metal complexes according to the present invention are useful as catalysts in asymmetric reactions, such as, hydrogenation, hydride transfer, allylic alkylation, hydrosilylation, hydroboration, hydrovinylation, hydroformylation, olefin metathesis, hydrocarboxylation, isomerization, cyclopropanation, Diels-Alder reaction, Heck reaction, isomerization, Aldol reaction, Michael addition; epoxidation, kinetic resolution and [m+n] cycloaddition. The new ligands are effective for asymmetric Pd-catalyzed allylic alkylation reactions and Ag-catalyzed [3+2] cyclization of azomethine ylides.Type: GrantFiled: February 9, 2001Date of Patent: March 18, 2003Assignee: The Penn State Research FoundationInventor: Xumu Zhang
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Patent number: 6462224Abstract: 1,1-cyclopropanedicarboxylic diesters are prepared from malonic diesters, 1,2-dihaloethane and alkali metal carbonate in the presence of a mixture of available or in situ-produced phase transfer catalyst and polyalkylene glycol or derivatives thereof which are capped at one or both ends, in particular those with ether end groups, where the molar ratio of malonic diester: 1,2-dihaloethane: alkali metal carbonate is 1:(1 to 7):(1 to 1.4).Type: GrantFiled: December 19, 2000Date of Patent: October 8, 2002Assignee: Degussa AGInventors: Andreas Harthun, Manfred Neumann, Christoph Theis
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Patent number: 6417391Abstract: A process for the preparation of a 2-methyl-1,3-dicarboxylate by reaction of a 1,3-dicarboxylate with formaldehyde and hydrogen, where, based on 1 mol of dicarboxylate, from 1.0 to 2.0 mol of formaldehyde are used, and either the reaction mixture or 2-hydroxymethyl-2-methyl-1,3-dicarboxylate isolated therefrom as by-product are subjected to thermolysis at temperatures of from 50° C. to 300° C.Type: GrantFiled: October 12, 1999Date of Patent: July 9, 2002Assignee: Degussa AGInventor: Frank Bauer
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Patent number: 6350898Abstract: Malonic esters of the general formula where R is C1-10-alkyl, C3-10-alkenyl or aryl-C1-4-alkyl, are prepared by reacting an alkali metal salt of malonic acid with a halide of the general formula R—X (II), where R is as defined above and X is chlorine, bromine or iodine, in the presence of water and a phase-transfer catalyst.Type: GrantFiled: January 10, 2000Date of Patent: February 26, 2002Assignee: Lonza AGInventors: Stefan Hildbrand, Paul Hanselmann
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Patent number: 6333430Abstract: A process for preparing a tert-alkyl carboxylic acid ester represented by the formula (III): wherein R1 is an organic group; and each of R2 and R3 is independently an alkyl group having 1 to 4 carbon atoms, comprising reacting a carboxylic acid represented by the formula (I): R1—COOH (I) wherein R1 is as defined above, with a vinylidene compound represented by the formula (II): wherein R2 and R3 are as defined above, in the presence of a phosphorus halide. The tert-alkyl carboxylic acid ester can be used as intermediates for pharmaceuticals such as antibiotics.Type: GrantFiled: May 2, 2000Date of Patent: December 25, 2001Assignee: Sumika Fine Chemicals Co., Ltd.Inventors: Tetsuya Shintaku, Kiyoshi Sugi, Tadashi Katsura, Nobushige Itaya
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Publication number: 20010044554Abstract: A process for the preparation of a 2-methyl-1,3-dicarboxylate by reaction of a 1,3-dicarboxylate with formaldehyde and hydrogen, where, based on 1 mol of dicarboxylate, from 1.0 to 2.0 mol of formaldehyde are used, and either the reaction mixture or 2-hydroxymethyl-2-methyl-1,3-dicarboxylate isolated therefrom as by-product are subjected to thermolysis at temperatures of from 50° C. to 300° C.Type: ApplicationFiled: October 12, 1999Publication date: November 22, 2001Inventor: FRANK BAUER
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Patent number: 6310003Abstract: The invention relates to a composition and procedure for manipulating the behavior of the orange wheat blossom midge, Sitodiplosis mosellana. More importantly, this invention relates to the preparation and use of 2,7-nonanediyl dibutyrate or stereoisomers thereof for manipulating the behavior of S. mosellana.Type: GrantFiled: November 29, 2000Date of Patent: October 30, 2001Assignees: Simon Fraser University, Agriculture and Agri-Food CanadaInventors: Regine Gries, Gerhard Gries, Khaskin Grigori, Olfert Owen, Lori-Ann Kaminski
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Patent number: 6278015Abstract: The present invention provides a process for preparing esters or thioesters of trifluoroacetic acid from trifluoroacetyl chloride and an alcohol or a thiol with the ester or thioester being present as the solvent. Esters and thioesters of trifluoroacetic acid are fine chemical intermediates which can be used in the manufacture of pharmaceuticals, agricultural chemicals, liquid crystals, dyes and industrial chemicals. Trifluoroacetate esters and thioesters can also be used as solvents in the manufacture of other fine chemicals, pharmaceuticals, agricultural chemicals, liquid crystals, industrial chemicals and dyes.Type: GrantFiled: July 17, 2000Date of Patent: August 21, 2001Assignee: Rohm and Haas CompanyInventors: Lori Ann Spangler, Fereydon Abdesaken, Joshua Anthony Chong
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Patent number: 6262298Abstract: The invention relates to a process for the C-alkylation of dialkyl malonates, in which a dialkyl malonate is reacted with an alkyl halide in the presence of potassium carbonate as a hydrogen halide acceptor in an inert solvent, and a phase-transfer catalyst is not added until from 50 to 80% of the dialkyl malonate has reacted. The phase-transfer catalyst may be, for example, a tetraalkylammonium salt or a tetraalkylammonium hydroxide, a tetraalkylphosphonium salt or a tetraalkylphosphonium hydroxide or a crown ether.Type: GrantFiled: November 24, 1998Date of Patent: July 17, 2001Assignee: Huels AktiengesellschaftInventors: Josef Metz, Clemens Osterholt
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Patent number: 6215035Abstract: The invention relates to a process for the preparation of aralkylated aromatic compound with both small and large size aralkylating agents; wherein the catalyst used is heterogeneous solid catalyst removable from the reaction products by simple filtration, thus allowing the separated catalyst to be reused in the process. The catalyst is selected from micro or mesoporous gallosilicates and galloaluminosilicates, having structure similar to that of zeolites known in the prior art.Type: GrantFiled: January 11, 1999Date of Patent: April 10, 2001Assignee: Council of Scientific and Industrial ResearchInventors: Vasant Ramchandra Choudhary, Suman Kumar Jana, B-Phani Kiran
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Patent number: 6049010Abstract: A method for preparation of a dicarbonyl compound of the following formula ##STR1## by reacting a conjugated alkadiene compound of the formula ##STR2## with a 1,3-dicarbonyl compound of the formula ##STR3## in the presence of an acid catalyst. The products of the method are useful in the preparation of compounds such as vitamins A and E, various carotenoids, Retin A, dehydrolinalool, pseudoionone, citral, and linalool.Type: GrantFiled: September 29, 1998Date of Patent: April 11, 2000Assignee: Loyola University of ChicagoInventors: James H. Babler, Harvey W. Posvic
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Patent number: 5739375Abstract: Methyl compounds are prepared from carbon acids by reaction with dimethyl carbonate in the presence of a nitrogen-containing base.Type: GrantFiled: April 4, 1997Date of Patent: April 14, 1998Assignee: BASF AktiengellschaftInventor: Rolf Fischer
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Patent number: 4943396Abstract: The present invention relates to a process for preparing linear alpha, omega difunctional molecules by a process which comprises isomerizing olefins having at least one terminal functional group to form a mixture of functionalized olefinic isomers and metathesizing said functionalized olefinic isomers to produce a mixture of difunctional molecules and internal olefins.Type: GrantFiled: September 22, 1988Date of Patent: July 24, 1990Assignee: Shell Oil CompanyInventor: Thomas H. Johnson
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Patent number: 4943397Abstract: The present invention relates to a process for metathesizing an olefin having at least one terminal functional group which comprises contacting said olefin at metathesis conditions with a catalyst comprising: (a) a transition metal selected from tungsten, molybdenum and rhenium, (b) an organometallic compound based on an element selected from aluminum, tin, lead, magnesium and titanium, and (c) an oxophilic agent having a metal-oxygen bond strength greater than the metal-oxygen bond strength of said transition metal.Type: GrantFiled: September 22, 1988Date of Patent: July 24, 1990Assignee: Shell Oil CompanyInventor: Thomas H. Johnson
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Patent number: 4894471Abstract: A continuous process for the alkylation of CH-acid compounds with dialkyl carbonates in gas-liquid phase transfer catalysis conditions is described, consisting of contacting a mixture of a CH-acid compound (arylacetonitrile or malonic diester) and of a dialkylcarbonate, optionally added with an inert carrier (constituted by a polar or aprotic polar liquid or by a gas), with a catalytic bed comprising alumina spheres carrying a base and a phase transfer catalyst.Type: GrantFiled: March 30, 1987Date of Patent: January 16, 1990Assignee: Consiglio Nazionale Delle RichercheInventors: Enrico Angeletti, Franco Trotta, Pietro Tundo, Paolo Venturello
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Patent number: 4808747Abstract: Alkylidene compounds and arylidene compounds are prepared by reacting the corresponding CH-acidic compounds with carbonyl compounds in the presence of a catalyst comprising a metal compound of a metal of Groups IIA, IIIA, IVA, IB, IIB, VIB, VIIB, or VIIIB of the periodic table of elements. The rate of reaction is increased by adding 1 to 40% water referred to the weight of catalyst used.Type: GrantFiled: March 14, 1985Date of Patent: February 28, 1989Assignee: Huls AGInventor: Walter K. Homann
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Patent number: 4667050Abstract: Substituted vinylcyclopropane carboxylates, useful precursors to pyrethroid insecticides, are prepared by noble metal catalyzed addition of 1-methyl-3-buten-2-yl or 4-methyl-3-penten-1-yl carbonates or carboxylic acid esters to malonic acid diesters, alkyl acetates or alkyl cyanoacetates.Type: GrantFiled: March 15, 1984Date of Patent: May 19, 1987Assignee: The Dow Chemical CompanyInventors: Edmund P. Woo, Joseph J. Laux
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Patent number: 4428887Abstract: Mono-substituted terminal diesters of malonic acid are prepared by reaction of the corresponding substituted 1,2-diesters with alkali metal hydride in the presence of organic solvent medium.Type: GrantFiled: July 14, 1982Date of Patent: January 31, 1984Assignee: Monsanto CompanyInventors: Jacob S. Tou, Alfred A. Schleppnik
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Patent number: 4241216Abstract: A continuous process for the preparation in at least one esterification reactor of phthalate diesters utilizing phthalic acid or anhydride and a stoichiometric excess of at least one saturated aliphatic alcohol containing about 4 to about 10 carbon atoms comprises (a) reaction of phthalic acid or anhydride with said alcohol in a reactor zone, (b) purification of the diester in a purification zone in which the reaction product is neutralized with an alkali metal hydroxide, i.e., sodium hydroxide, to separate the diester and the unreacted phthalic acid or anhydride together with said saturated alcohol utilized in the reaction, said reaction product is separated into an organic phase and an aqueous waste phase.Type: GrantFiled: January 2, 1979Date of Patent: December 23, 1980Assignee: BASF Wyandotte CorporationInventors: Lee H. Bergman, John J. Evangelista, William M. Herring
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Patent number: 4235786Abstract: An improved process for preparing oil-soluble derivatives of unsaturated C.sub.4 -C.sub.10 dicarboxylic acid materials, e.g. the product of the reaction of polyisobutylene and maleic anhydride, under Ene reaction conditions characterized in that said Ene reaction is conducted under acidic conditions as by conducting said reaction in the presence of from 0.01 to 5 wt. %, based on total weight of the reactants, of an oil-soluble strong organic acid containing a hydrogen dissociating moiety which has a pK of less than about 4.0, as exemplified by a C.sub.15 to C.sub.76 hydrocarbyl-substituted sulfonic acid, whereby sediment resulting from said Ene reaction is markedly reduced to less than 1 wt. %.Type: GrantFiled: October 1, 1979Date of Patent: November 25, 1980Assignee: Exxon Research & Engineering Co.Inventor: Max J. Wisotsky
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Patent number: 4100200Abstract: A compound having the formulaR -- SO.sub.2 O -- CH.sub.2 -- O -- CH.sub.2 -- OSO.sub.2 -- Rwherein R is alkyl, is prepared by reacting a compound having the formula ##STR1## wherein R and R' are alkyl with a cyclic polyoxymethylene or a linear polyoxymethylene in a substantially humidity-free environment. The compound is useful as an oxydimethylating agent for organic compounds.Type: GrantFiled: February 11, 1977Date of Patent: July 11, 1978Assignee: Eastman Kodak CompanyInventors: Cataldo Aldino Maggiulli, Donald MacArthur Burness, William Clarence Perkins
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Patent number: 4064185Abstract: Compositions are provided as well as methods for preparing the compositions which serve as cyclization precursors for the preparation of C-11 alkenyl substituted steroids and nor-steroids. The alkenyl group may be converted after cyclization to a variety of heterosubstituents to provide heterofunctionalized C-11 steroids and nor-steroids. The compounds are provided having an initiator group, which has a chalcoxy atom in juxtaposition to a double bond, an olefinically unsaturated linking group and a terminating group which acts to from a carbocation which reacts with a nucleophile to provide a stable product. The C-11 substituent is found to provide upon cyclization the alpha-configuration, so that the subject compounds provide a direct route to the difficultly accessible alpha-C-11 substituted steroids, or, if desired, the alpha-configuration can be inverted to the beta-configuration.Type: GrantFiled: April 28, 1975Date of Patent: December 20, 1977Assignee: The Board of Trustees of Leland Stanford Junior UniversityInventors: William S. Johnson, Grant E. Dubois