Abstract: The present invention relates to a process for stereoselective or regioselective chemical synthesis which generally comprises reacting a nucleophile and a chiral or prochiral cyclic substrate in the presence of a non-racemic chiral catalyst to produce a stereoisomerically or regioselectively enriched product.
Type:
Grant
Filed:
March 25, 1996
Date of Patent:
July 27, 1999
Assignee:
President and Fellows of Harvard College
Inventors:
Eric N. Jacobsen, James L. Leighton, Luis E. Martinez
Abstract: The subject invention features substituted N-heteroaromatic compounds, libraries of substituted N-heteroaromatic compounds, and methods of synthesis thereof. For example, the present invention provides methods for synthesizing substituted N-heteroaromatic compounds, and is particularly amenable to the generation of libraries of substituted N- heteroaromatic compounds by combinatorial chemistry. The methods of the invention generally feature the reaction of O-linked heteroaromatic N-oxides with nucleophiles to produce substituted N-heteroaromatic compounds.
Type:
Grant
Filed:
October 25, 1995
Date of Patent:
March 23, 1999
Assignee:
Versicor, Inc.
Inventors:
Robert L. Smith, Gnanasambandam Kumaravel, Donald E. Kuhla
Abstract: A method for preparing an aryl ether compound is provided in which an alcohol is reacted with an aromatic compound in the presence of a base, and a transition metal catalyst selected from the group consisting of platinum and nickel to form an aryl ether. The aromatic compound comprises an activated substituent, X, said activated substituent being a moiety such that its conjugate acid HX has a pKa of less than 5.0. The catalyst is preferably a soluble palladium complex in the presence of supporting ligands.
Type:
Grant
Filed:
October 10, 1996
Date of Patent:
December 8, 1998
Assignee:
Massachusetts Institute of Technology
Inventors:
Stephen L. Buchwald, John P. Wolfe, Michael Palucki