Patents by Inventor Yonggui Chi
Yonggui Chi has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 11512041Abstract: Disclosed herein is a method of forming a compound of formula I: wherein the substituents are defined in the specification. In particular, the compounds of formula I can be converted to amino acids bearing quaternary stereocenters with exceptional optical purities.Type: GrantFiled: December 4, 2020Date of Patent: November 29, 2022Assignee: Nanyang Technological UniversityInventors: Yonggui Chi, Zhijian Huang
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Patent number: 11306097Abstract: The present invention relates to a method for synthesizing a compound of Formula (I) as defined herein, comprising: (i) activating a compound of Formula (II) as defined herein, by reacting said compound of Formula (II) with a compound of Formula (III) as defined herein, in the presence of a base, to obtain a compound of Formula (IV) as defined herein; and (ii) reacting the compound of Formula (IV) with an electrophile to obtain the compound of Formula (I). The present invention further relates to the organocatalysts used in the described methods and their respective uses.Type: GrantFiled: July 22, 2019Date of Patent: April 19, 2022Assignee: NANYANG TECHNOLOGICAL UNIVERSITYInventors: Yonggui Chi, Zhenqian Fu
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Publication number: 20210171436Abstract: Disclosed herein is a method of forming a compound of formula I: wherein the substituents are defined in the specification. In particular, the compounds of formula I can be converted to amino acids bearing quaternary stereocenters with exceptional optical purities.Type: ApplicationFiled: December 4, 2020Publication date: June 10, 2021Inventors: Yonggui CHI, Zhijian HUANG
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Publication number: 20190337955Abstract: The present invention relates to a method for synthesizing a compound of Formula (I) as defined herein, comprising: (i) activating a compound of Formula (II) as defined herein, by reacting said compound of Formula (II) with a compound of Formula (III) as defined herein, in the presence of a base, to obtain a compound of Formula (IV) as defined herein; and (ii) reacting the compound of Formula (IV) with an electrophile to obtain the compound of Formula (I). The present invention further relates to the organocatalysts used in the described methods and their respective uses.Type: ApplicationFiled: July 22, 2019Publication date: November 7, 2019Inventors: Yonggui Chi, Zhenqian Fu
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Publication number: 20160039827Abstract: The present invention relates to a method for synthesizing a compound of Formula (I) as defined herein, comprising: (i) activating a compound of Formula (II) as defined herein, by reacting said compound of Formula (II) with a compound of Formula (III) as defined herein, in the presence of a base, to obtain a compound of Formula (IV) as defined herein; and (ii) reacting the compound of Formula (IV) with an electrophile to obtain the compound of Formula (I). The present invention further relates to the organocatalysts used in the described methods and their respective uses.Type: ApplicationFiled: March 14, 2014Publication date: February 11, 2016Applicant: Nanyang Technological UniversityInventors: Yonggui Chi, Zhenqian Fu
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Patent number: 9120721Abstract: Present invention relates to a method of preparing a chiral ?- or ?-substituted ketone from the corresponding ?- or ?-substituted aldehyde, wherein the ketone has formula (I), (III) or (V), and the corresponding aldehyde has formula (II), (IV) or (VI), respectively, the method comprising reacting the aldehyde of formula (II), (IV) or (VI) in the presence of an amine, oxygen and an organic solvent, wherein the reaction is carried out in the absence of a metal-based catalyst or a metal-based oxidant, wherein: R is H, a substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C2-C15 alkenyl, substituted or unsubstituted C2-C15 alkynyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C3-C15 cycloalkenyl, substituted or unsubstituted C3-C15 heterocycloalkyl, substituted or unsubstituted C3-C15 heterocycloalkenyl, substituted or unsubstituted C6-C15 aryl, or substituted or unsubstituted C6-C15 heteroaryl; and R? is H, a substituted or unsubstituted C1-C10 alkyl, substitutType: GrantFiled: December 13, 2012Date of Patent: September 1, 2015Assignee: Nanyang Technological UniversityInventors: Yonggui Chi, Bhoopendra Tiwari
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Publication number: 20140309459Abstract: Present invention relates to a method of preparing a chiral ?- or ?-substituted ketone from the corresponding ?- or ?-substituted aldehyde, wherein the ketone has formula (I), (III) or (V), and the corresponding aldehyde has formula (II), (IV) or (VI), respectively, the method comprising reacting the aldehyde of formula (II), (IV) or (VI) in the presence of an amine, oxygen and an organic solvent, wherein the reaction is carried out in the absence of a metal-based catalyst or a metal-based oxidant, wherein: R is H, a substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C2-C15 alkenyl, substituted or unsubstituted C2-C15 alkynyl, substituted or unsubstituted C3-C15 cycloalkyl, substituted or unsubstituted C3-C15 cycloalkenyl, substituted or unsubstituted C3-C15 heterocycloalkyl, substituted or unsubstituted C3-C15 heterocycloalkenyl, substituted or unsubstituted C6-C15 aryl, or substituted or unsubstituted C6-C15 heteroaryl; and R? is H, a substituted or unsubstituted C1-C10 alkyl, substitutType: ApplicationFiled: December 13, 2012Publication date: October 16, 2014Inventors: Yonggui Chi, Bhoopendra Tiwari
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Patent number: 8637696Abstract: The invention provides novel compounds and methods to carry out organocatalytic Michael additions of aldehydes to nitroethylene catalyzed by a proline derivative to provide ?-substituted-?-nitroaldehydes. The reaction can be rendered enantioselective when a chiral pyrrolidine catalyst is used, allowing for Michael adducts in nearly optically pure form (e.g., 96-99% e.e.). The Michael adducts can bear a single substituent or dual substituents adjacent to the carbonyl. The Michael adducts can be efficiently converted to protected ?2-amino acids, which are essential for systematic conformational studies of ?-peptide foldamers.Type: GrantFiled: September 17, 2012Date of Patent: January 28, 2014Assignee: Wisconsin Alumni Research FoundationInventors: Samuel Helmer Gellman, Yonggui Chi, Li Guo
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Publication number: 20130270190Abstract: Hyperbranched macromolecules and methods are described for selectively filtering contaminants such as anions from water and non-aqueous solutions, particularly in the presence of competing contaminants including other anions. The hyperbranched macromolecules may contain 2-hydroxyalkyl, 2-methyl-2-hydroxylalkyl, and other groups, which may be hydrophilic or hydrophobic. The molecules may preferentially bind to the contaminant at interest at low pH, and release the contaminant at a pH of about 9. The molecules may be used to filter contaminants including perchlorate and nitrate even in the presence of high sulfate concentrations.Type: ApplicationFiled: October 1, 2012Publication date: October 17, 2013Inventors: Jean Frechet, Emine Boz, Mamadou Diallo, Yonggui Chi
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Publication number: 20130030210Abstract: The invention provides novel compounds and methods to carry out organocatalytic Michael additions of aldehydes to nitroethylene catalyzed by a proline derivative to provide ?-substituted-?-nitroaldehydes. The reaction can be rendered enantioselective when a chiral pyrrolidine catalyst is used, allowing for Michael adducts in nearly optically pure form (e.g., 96-99% e.e.). The Michael adducts can bear a single substituent or dual substituents adjacent to the carbonyl. The Michael adducts can be efficiently converted to protected ?2-amino acids, which are essential for systematic conformational studies of ?-peptide foldamers.Type: ApplicationFiled: September 17, 2012Publication date: January 31, 2013Applicant: WISCONSIN ALUMNI RESEARCH FOUNDATIONInventors: Samuel Helmer GELLMAN, Yonggui CHI, Li GUO
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Patent number: 8277664Abstract: Hyperbranched macromolecules and methods are described for selectively filtering contaminants such as anions from water and non-aqueous solutions, particularly in the presence of competing contaminants including other anions. The hyperbranched macromolecules may contain alkyl, 2-hydroxyalkyl, 2-methyl-2-hydroxylalkyl, 2-hydroxy-2-phenylalkyl, and other groups, which may be hydrophilic or hydrophobic. The molecules may preferentially bind to the contaminant at interest at low pH, and release the contaminant at a pH of about 9. The molecules may be used to filter contaminants including perchlorate and nitrate even in the presence of high sulfate concentrations.Type: GrantFiled: October 5, 2009Date of Patent: October 2, 2012Assignees: California Institute of Technology, The Regents of the University of CaliforniaInventors: Jean Frechet, Emine Boz, Mamadou Diallo, Yonggui Chi
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Patent number: 8269039Abstract: The invention provides novel compounds and methods to carry out organocatalytic Michael additions of aldehydes to nitroethylene catalyzed by a proline derivative to provide ?-substituted-?-nitroaldehydes. The reaction can be rendered enantioselective when a chiral pyrrolidine catalyst is used, allowing for Michael adducts in nearly optically pure form (e.g., 96-99% e.e.). The Michael adducts can bear a single substituent or dual substituents adjacent to the carbonyl. The Michael adducts can be efficiently converted to protected ?2-amino acids, which are essential for systematic conformational studies of ?-peptide foldamers.Type: GrantFiled: March 23, 2009Date of Patent: September 18, 2012Assignee: Wisconsin Alumni Research FoundationInventors: Samuel Helmer Gellman, Yonggui Chi, Li Guo
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Patent number: 7820858Abstract: The present invention provides a method for the synthesis of ?2-amino acids. The method also provides methods yielding ?-substituted ?-amino aldehydes and ?-substituted ?-amino alcohols. The present method according to this invention allows for increased yield and easier purification using minimal chromatography or crystallization. The methods described herein are based on an aldehyde aminomethylation which involves a Mannich reaction between an aldehyde and a formaldehyde-derived N,O-acetal (iminium precursor) and a catalyst, such as, for example, L-proline or a pyrrolidine. The invention allows for large scale, commercial preparation of ?2-amino acids.Type: GrantFiled: March 26, 2007Date of Patent: October 26, 2010Assignee: Wisconsin Alumni Research FoundationInventors: Yonggui Chi, Samuel H. Gellman, William C. Pomerantz, William S. Horne, Li Guo, Emily P. English
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Publication number: 20100181257Abstract: Hyperbranched macromolecules and methods are described for selectively filtering contaminants such as anions from water and non-aqueous solutions, particularly in the presence of competing contaminants including other anions. The hyperbranched macromolecules may contain alkyl, 2-hydroxyalkyl, 2-methyl-2-hydroxylalkyl, 2-hydroxy-2-phenylalkyl, and other groups, which may be hydrophilic or hydrophobic. The molecules may preferentially bind to the contaminant at interest at low pH, and release the contaminant at a pH of about 9. The molecules may be used to filter contaminants including perchlorate and nitrate even in the presence of high sulfate concentrations.Type: ApplicationFiled: October 5, 2009Publication date: July 22, 2010Inventors: Jean Frechet, Emine Boz, Mamadou Diallo, Yonggui Chi
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Publication number: 20090264676Abstract: The invention provides novel compounds and methods to carry out organocatalytic Michael additions of aldehydes to nitroethylene catalyzed by a proline derivative to provide ?-substituted-?-nitroaldehydes. The reaction can be rendered enantioselective when a chiral pyrrolidine catalyst is used, allowing for Michael adducts in nearly optically pure form (e.g., 96-99% e.e.). The Michael adducts can bear a single substituent or dual substituents adjacent to the carbonyl. The Michael adducts can be efficiently converted to protected ?2-amino acids, which are essential for systematic conformational studies of ?-peptide foldamers.Type: ApplicationFiled: March 23, 2009Publication date: October 22, 2009Applicant: WARF - Wisconsin Alumni Research FoundationInventors: Samuel Helmer Gellman, Yonggui Chi, Li Guo
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Publication number: 20080058548Abstract: The present invention provides a method for the synthesis of ?2-amino acids. The method also provides methods yielding ?-substituted ?-amino aldehydes and ?-substituted ?-amino alcohols. The present method according to this invention allows for increased yield and easier purification using minimal chromatography or crystallization. The methods described herein are based on an aldehyde aminomethylation which involves a Mannich reaction between an aldehyde and a formaldehyde-derived N,O-acetal (iminium precursor) and a catalyst, such as, for example, L-proline or a pyrrolidine. The invention allows for large scale, commercial preparation of ?2-amino acids.Type: ApplicationFiled: March 26, 2007Publication date: March 6, 2008Applicant: WISCONSIN ALUMNI RESEARCH FOUNDATION (WARF)Inventors: Yonggui CHI, Samuel GELLMAN, William POMERANTZ, William HORNE, Li GUO, Emily ENGLISH