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).

  • Patent number: 11512041
    Abstract: 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: Grant
    Filed: December 4, 2020
    Date of Patent: November 29, 2022
    Assignee: Nanyang Technological University
    Inventors: Yonggui Chi, Zhijian Huang
  • Patent number: 11306097
    Abstract: 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: Grant
    Filed: July 22, 2019
    Date of Patent: April 19, 2022
    Assignee: NANYANG TECHNOLOGICAL UNIVERSITY
    Inventors: Yonggui Chi, Zhenqian Fu
  • Publication number: 20210171436
    Abstract: 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: Application
    Filed: December 4, 2020
    Publication date: June 10, 2021
    Inventors: Yonggui CHI, Zhijian HUANG
  • Publication number: 20190337955
    Abstract: 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: Application
    Filed: July 22, 2019
    Publication date: November 7, 2019
    Inventors: Yonggui Chi, Zhenqian Fu
  • Publication number: 20160039827
    Abstract: 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: Application
    Filed: March 14, 2014
    Publication date: February 11, 2016
    Applicant: Nanyang Technological University
    Inventors: Yonggui Chi, Zhenqian Fu
  • Patent number: 9120721
    Abstract: 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, substitut
    Type: Grant
    Filed: December 13, 2012
    Date of Patent: September 1, 2015
    Assignee: Nanyang Technological University
    Inventors: Yonggui Chi, Bhoopendra Tiwari
  • Publication number: 20140309459
    Abstract: 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, substitut
    Type: Application
    Filed: December 13, 2012
    Publication date: October 16, 2014
    Inventors: Yonggui Chi, Bhoopendra Tiwari
  • Patent number: 8637696
    Abstract: 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: Grant
    Filed: September 17, 2012
    Date of Patent: January 28, 2014
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Samuel Helmer Gellman, Yonggui Chi, Li Guo
  • Publication number: 20130270190
    Abstract: 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: Application
    Filed: October 1, 2012
    Publication date: October 17, 2013
    Inventors: Jean Frechet, Emine Boz, Mamadou Diallo, Yonggui Chi
  • Publication number: 20130030210
    Abstract: 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: Application
    Filed: September 17, 2012
    Publication date: January 31, 2013
    Applicant: WISCONSIN ALUMNI RESEARCH FOUNDATION
    Inventors: Samuel Helmer GELLMAN, Yonggui CHI, Li GUO
  • Patent number: 8277664
    Abstract: 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: Grant
    Filed: October 5, 2009
    Date of Patent: October 2, 2012
    Assignees: California Institute of Technology, The Regents of the University of California
    Inventors: Jean Frechet, Emine Boz, Mamadou Diallo, Yonggui Chi
  • Patent number: 8269039
    Abstract: 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: Grant
    Filed: March 23, 2009
    Date of Patent: September 18, 2012
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Samuel Helmer Gellman, Yonggui Chi, Li Guo
  • Patent number: 7820858
    Abstract: 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: Grant
    Filed: March 26, 2007
    Date of Patent: October 26, 2010
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Yonggui Chi, Samuel H. Gellman, William C. Pomerantz, William S. Horne, Li Guo, Emily P. English
  • Publication number: 20100181257
    Abstract: 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: Application
    Filed: October 5, 2009
    Publication date: July 22, 2010
    Inventors: Jean Frechet, Emine Boz, Mamadou Diallo, Yonggui Chi
  • Publication number: 20090264676
    Abstract: 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: Application
    Filed: March 23, 2009
    Publication date: October 22, 2009
    Applicant: WARF - Wisconsin Alumni Research Foundation
    Inventors: Samuel Helmer Gellman, Yonggui Chi, Li Guo
  • Publication number: 20080058548
    Abstract: 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: Application
    Filed: March 26, 2007
    Publication date: March 6, 2008
    Applicant: WISCONSIN ALUMNI RESEARCH FOUNDATION (WARF)
    Inventors: Yonggui CHI, Samuel GELLMAN, William POMERANTZ, William HORNE, Li GUO, Emily ENGLISH