of progress and an outline for future study for the chiral total syntheses of both pure enantiomers of the potential immunosuppressive [11] Cytochalasins, Cytochalasin C, Cytochalasin D, and Zygosporin G is described. The plan relies on: (1) Intramolecular Diels-Alder reactions of Z-dienes; (2) Conjugate-addition/alkylation reactions with vinyl sulfones; and (3) Enolate-promoted 1,4-fragmentation reactions. A relay study with natural Cytochalasin C is also proposed.

Agency
National Institute of Health (NIH)
Institute
National Institute of Allergy and Infectious Diseases (NIAID)
Type
Research Project (R01)
Project #
5R01AI013073-07
Application #
3125365
Study Section
Medicinal Chemistry Study Section (MCHA)
Project Start
1979-09-15
Project End
1987-08-31
Budget Start
1985-09-01
Budget End
1986-08-31
Support Year
7
Fiscal Year
1985
Total Cost
Indirect Cost
Name
Purdue University
Department
Type
Schools of Arts and Sciences
DUNS #
072051394
City
West Lafayette
State
IN
Country
United States
Zip Code
47907
Wood, K V; Rothwell, A P; Anderson, M B et al. (1988) Evidence for competitive intramolecular trimethylsilyl rearrangement to oxygen and sulfur in beta-trimethylsilylethylthiolesters. Rapid Commun Mass Spectrom 2:38-40