Patents by Inventor Brian M. Stoltz

Brian M. Stoltz 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).

  • Compositions and methods for acylating lactams
    Patent number: 11124503
    Abstract: This disclosure provides methods for intermolecular enantioselective C-acylation of lactams with quaternary stereogenic centers by applying a chiral Ni catalyst.
    Type: Grant
    Filed: August 6, 2018
    Date of Patent: September 21, 2021
    Assignee: California Institute of Technology
    Inventors: Brian M. Stoltz, Masaki Hayashi, Satoshi Hashimoto
  • Stable silylating reagents
    Patent number: 11028107
    Abstract: The present invention is directed to compositions for silylating organic substrates containing C—H or O—H bonds, especially heteroaromatic substrates. The compositions are derived from the preconditioning of mixtures of hydrosilanes or organodisilanes with bases, including metal hydroxide and metal alkoxide bases. In some embodiments, the preconditioning results in the formation of reactive silicon hydride species.
    Type: Grant
    Filed: February 22, 2017
    Date of Patent: June 8, 2021
    Assignee: California Institute of Technology
    Inventors: Anton Toutov, Wenbo Liu, David P. Schuman, Brian M. Stoltz, Robert H. Grubbs
  • QUATERNARY HETEROATOM CONTAINING COMPOUNDS
    Publication number: 20210155592
    Abstract: The invention provides heterocyclic compounds with quaternary centers and methods of preparing compounds. Methods include the method for the preparation of a compound of Formula (II): comprising treating a compound of Formula (I): with a transition metal catalyst and under alkylation conditions as valence and stability permit.
    Type: Application
    Filed: February 1, 2021
    Publication date: May 27, 2021
    Inventors: Brian M. Stoltz, Scott C. Virgil, David E. White, Taiga Yurino, Yiyang Liu, Douglas C. Behenna, Douglas Duquette, Christian Eidamshaus
  • Total synthesis of prostaglandin J natural products and their intermediates
    Patent number: 10995049
    Abstract: The present disclosure is directed to methods of preparing prostaglandin J natural products by stereoretentive metatheses reactions and intermediates used in the synthesis of these natural products, including the use of intermediates of Formula (I-A), where R1 is defined in the specification
    Type: Grant
    Filed: July 7, 2020
    Date of Patent: May 4, 2021
    Assignee: California Institute of Technology
    Inventors: Jiaming Li, Chen Xu, Tonia S Ahmed, Robert H Grubbs, Brian M. Stoltz
  • Silylated Derivatives Of Aromatic Heterocycles
    Publication number: 20210047348
    Abstract: The present disclosure describes methods for silylating aromatic derivatives, comprising the use of hydrosilanes and potassium hydroxide.
    Type: Application
    Filed: October 20, 2020
    Publication date: February 18, 2021
    Inventors: Anton Toutov, Kerry Betz, Alexey Fedorov, Brian M. Stoltz, Wenbo Liu, Robert H. Grubbs
  • Silylated derivatives of aromatic heterocycles
    Patent number: 10919917
    Abstract: The present disclosure describes methods for silylating heteroaromatic derivatives, comprising the use of hydrosilanes and potassium hydroxide.
    Type: Grant
    Filed: December 6, 2019
    Date of Patent: February 16, 2021
    Assignee: California Institute of Technology
    Inventors: Anton Toutov, Kerry Betz, Alexey Fedorov, Brian M. Stoltz, Wenbo Liu, Robert H. Grubbs
  • Quaternary heteroatom containing compounds
    Patent number: 10906875
    Abstract: The invention provides heterocyclic compounds with quaternary centers and methods of preparing compounds. Methods include the method for the preparation of a compound of Formula (II): comprising treating a compound of Formula (I): with a transition metal catalyst and under alkylation conditions as valence and stability permit.
    Type: Grant
    Filed: May 31, 2019
    Date of Patent: February 2, 2021
    Assignee: California Institute of Technology
    Inventors: Brian M. Stoltz, Scott C. Virgil, David E. White, Taiga Yurino, Yiyang Liu, Douglas C. Behenna, Douglas Duquette, Christian Eidamshaus
  • Total Synthesis Of Prostaglandin J Natural Products and Their Intermediates
    Publication number: 20210017111
    Abstract: The present disclosure is directed to methods of preparing prostaglandin J natural products by stereoretentive metatheses reactions and intermediates used in the synthesis of these natural products, including the use of intermediates of Formula (I-A), where R1 is defined in the specification
    Type: Application
    Filed: July 7, 2020
    Publication date: January 21, 2021
    Inventors: Jiaming Li, Chen Xu, Tonia S. Ahmed, Robert H. Grubbs, Brian M. Stoltz
  • Methods for preparing bis-tetrahydroisoquinoline-containing compounds
    Patent number: 10781213
    Abstract: (?)-Jorumycin, ecteinascidin 743, saframycin A and related compounds, methods of preparing the same, formulations comprising the compounds, and methods of treating proliferative diseases with the same are provided.
    Type: Grant
    Filed: November 22, 2019
    Date of Patent: September 22, 2020
    Assignee: California Institute of Technology
    Inventors: Brian M. Stoltz, Eric R. Welin, Scott C. Virgil, Pamela Tadross, Gerit M. Pototschnig, Aurapat (Fa) Ngamnithiporn, Kenji Negoro, Guillaume Lapointe, Max Klatte, Christopher Haley, Christian Gruenanger, Emil Glibstrup, Christopher Gilmore, Kevin McCormack Allan
  • Methods for enantioselective allylic alkylation of esters, lactones, and lactams with unactivated allylic alcohols
    Patent number: 10745354
    Abstract: The present disclosure provides methods for enantioselective synthesis of cyclic and acyclic ?-quaternary carboxylic acid derivatives via nickel-catalyzed allylic alkylation.
    Type: Grant
    Filed: July 15, 2019
    Date of Patent: August 18, 2020
    Assignee: California Institute of Technology
    Inventors: Brian M. Stoltz, Aurapat Ngamnithiporn, Carina I. Jette, Shoshana Bachman, Scott C. Virgil, Sebastian Lackner
  • GEM-DISUBSTITUTED PYRROLIDINES, PIPERAZINES, AND DIAZEPANES, AND COMPOSITIONS AND METHODS OF MAKING THE SAME
    Publication number: 20200199114
    Abstract: Described here are transition metal-catalyzed enantioselective arylation and vinylation reactions of ?-substituted lactams, such as ?-lactams. The use of various electrophiles and ligands are described, and result in the construction of ?-quaternary centers in good yields (up to 91% yield) and high enantioselectivities (up to 97% ee).
    Type: Application
    Filed: October 18, 2019
    Publication date: June 25, 2020
    Inventors: Brian M. Stoltz, Alexander W. Sun, Stephan N. Hess, Carina I. Jette, Irina Geibel, Shoshana Bachman, Masaki Hayashi, Hideki Shimizu, Jeremy B. Morgan, Shunya Sakurai, Zachary P. Sercel
  • Methods for Preparing Bis-Tetrahydroisoquinoline-Containing Compounds
    Publication number: 20200157102
    Abstract: (?)-Jorumycin, ecteinascidin 743, saframycin A and related compounds, methods of preparing the same, formulations comprising the compounds, and methods of treating proliferative diseases with the same are provided.
    Type: Application
    Filed: November 22, 2019
    Publication date: May 21, 2020
    Inventors: Brian M. Stoltz, Eric R. Welin, Scott C. Virgil, Pamela Tadross, Gerit M. Pototschnig, Aurapat (Fa) Ngamnithiporn, Kenji Negoro, Guillaume Lapointe, Max Klatte, Christopher Haley, Christian Gruenanger, Emil Glibstrup, Christopher Gilmore, Kevin McCormack Allan
  • ENANTIOSELECTIVE SYNTHESIS OF ALPHA-QUATERNARY MANNICH ADDUCTS BY PALLADIUM-CATALYZED ALLYLIC ALKYLATION
    Publication number: 20200157020
    Abstract: This invention provides enantioenriched Mannich adducts with quaternary stereogenic centers and novel methods of preparing the compounds. Methods include the method for the preparation of a compound of formula (I): comprising treating a compound of formula (II): with a transition metal catalyst under alkylation conditions.
    Type: Application
    Filed: September 23, 2019
    Publication date: May 21, 2020
    Inventors: Brian M. Stoltz, Yoshitaka Numajiri, Beau P. Pritchett, Koji Chiyoda
  • QUATERNARY HETEROATOM CONTAINING COMPOUNDS
    Publication number: 20200157049
    Abstract: The invention provides heterocyclic compounds with quaternary centers and methods of preparing compounds. Methods include the method for the preparation of a compound of Formula (II): comprising treating a compound of Formula (I): with a transition metal catalyst and under alkylation conditions as valence and stability permit.
    Type: Application
    Filed: May 31, 2019
    Publication date: May 21, 2020
    Inventors: Brian M. Stoltz, Scott C. Virgil, David E. White, Taiga Yurino, Yiyang Liu, Douglas C. Behenna, Douglas Duquette, Christian Eidamshaus
  • Silylated Derivatives Of Aromatic Heterocycles
    Publication number: 20200115396
    Abstract: The present disclosure describes methods for silylating heteroaromatic derivatives, comprising the use of hydrosilanes and potassium hydroxide.
    Type: Application
    Filed: December 6, 2019
    Publication date: April 16, 2020
    Inventors: Anton Toutov, Kerry Betz, Alexey Fedorov, Brian M. Stoltz, Wenbo Liu, Robert H. Grubbs
  • METHODS FOR ENANTIOSELECTIVE ALLYLIC ALKYLATION OF ESTERS, LACTONES, AND LACTAMS WITH UNACTIVATED ALLYLIC ALCOHOLS
    Publication number: 20200048201
    Abstract: The present disclosure provides methods for enantioselective synthesis of cyclic and acyclic ?-quaternary carboxylic acid derivatives via nickel-catalyzed allylic alkylation.
    Type: Application
    Filed: July 15, 2019
    Publication date: February 13, 2020
    Inventors: Brian M. Stoltz, Aurapat Ngamnithiporn, Carina I. Jette, Shoshana Bachman, Scott C. Virgil, Sebastian Lackner
  • Methods for preparing bis-tetrahydroisoquinoline-containing compounds
    Patent number: 10526334
    Abstract: (?)-Jorumycin, ecteinascidin 743, saframycin A and related compounds, methods of preparing the same, formulations comprising the compounds, and methods of treating proliferative diseases with the same are provided.
    Type: Grant
    Filed: July 18, 2018
    Date of Patent: January 7, 2020
    Assignee: California Institute of Technology
    Inventors: Brian M. Stoltz, Eric R. Welin, Scott C. Virgil, Pamela Tadross, Gerit Maria Pototschnig, Aurapat (Fa) Ngamnithiporn, Kenji Negoro, Guillaume Lapointe, Max Klatte, Christopher Haley, Christian Gruenanger, Emil Glibstrup, Christopher Gilmore, Kevin McCormack Allan
  • Silylated derivatives of aromatic heterocycles
    Patent number: 10513531
    Abstract: The present disclosure describes novel silylated heteroaromatic derivatives, including those prepared by methods comprising the use of hydrosilanes and at least one strong base, the definition of strong base now also including hydroxide, especially KOH.
    Type: Grant
    Filed: October 12, 2018
    Date of Patent: December 24, 2019
    Assignee: California Institute of Technology
    Inventors: Anton Toutov, Kerry Betz, Alexey Fedorov, Brian M. Stoltz, Wenbo Liu, Robert H. Grubbs
  • Enantioselective synthesis of ?-quaternary mannich adducts by palladium-catalyzed allylic alkylation
    Patent number: 10421696
    Abstract: This invention provides enantioenriched Mannich adducts with quaternary stereogenic centers and novel methods of preparing the compounds. Methods include the method for the preparation of a compound of formula (I): comprising treating a compound of formula (II): with a transition metal catalyst under alkylation conditions.
    Type: Grant
    Filed: December 17, 2015
    Date of Patent: September 24, 2019
    Assignee: California Institute of Technology
    Inventors: Brian M. Stoltz, Yoshitaka Numajiri, Beau P. Pritchett, Koji Chiyoda
  • Methods for enantioselective allylic alkylation of esters, lactones, and lactams with unactivated allylic alcohols
    Patent number: 10358422
    Abstract: The present disclosure provides methods for enantioselective synthesis of cyclic and acyclic ?-quaternary carboxylic acid derivatives via nickel-catalyzed allylic alkylation.
    Type: Grant
    Filed: November 1, 2018
    Date of Patent: July 23, 2019
    Assignee: California Institute of Technology
    Inventors: Brian M. Stoltz, Aurapat Ngamnithiporn, Carina I. Jette, Shoshana Bachman, Scott C. Virgil, Sebastian Lackner