Enantioselective Synthesis via Allylic Sulfide Anions and Carbohydrate-Derived Chirons (Chemistry)

Information

  • NSF Award
  • 8700399
Owner
  • Award Id
    8700399
  • Award Effective Date
    5/1/1987 - 38 years ago
  • Award Expiration Date
    10/31/1990 - 35 years ago
  • Award Amount
    $ 92,663.00
  • Award Instrument
    Continuing grant

Enantioselective Synthesis via Allylic Sulfide Anions and Carbohydrate-Derived Chirons (Chemistry)

The investigation objectives are: (1) the optimization of reaction parameters for the condensation of allylic sulfide anions with epoxides and subsequent conversion of the products into E,E-2,4-pentadienols; (2) Michael addition of malonates to an enone derived from D-glucose and subsequent transformations thereof; (3) the preparation of an electrophilic chiron and a nucleophilic chiron from D-arabinose; and (4) the eventual integration of these methodologies into a modular approach to the enantioselective synthesis of 15-oxomaytansinoids. A key element of this study is the training of talented undergraduate students for science, as well as, better preparing them for graduate studies in chemistry. This project will develop new synthetic methods directed at the preparation of very complex alkaloids that are of potential theoretical and medical value.

  • Program Officer
    George M. Rubottom
  • Min Amd Letter Date
    4/30/1987 - 38 years ago
  • Max Amd Letter Date
    4/4/1989 - 36 years ago
  • ARRA Amount

Institutions

  • Name
    Hendrix College
  • City
    Conway
  • State
    AR
  • Country
    United States
  • Address
    1600 Washington Avenue
  • Postal Code
    720323080
  • Phone Number
    5014504501

Investigators

  • First Name
    Thomas
  • Last Name
    Goodwin
  • Email Address
    goodwin@hendrix.edu
  • Start Date
    5/1/1987 12:00:00 AM

FOA Information

  • Name
    Other Applications NEC
  • Code
    99
  • Name
    Chemistry
  • Code
    12

Program Element

  • Text
    CROSS-DIRECTORATE PROGRAMS
  • Code
    9120
  • Text
    METHODOLOGY
  • Code
    1950

Program Reference

  • Text
    RES IN UNDERGRAD INST-RESEARCH
  • Code
    9229