This proposal focuses on the application of allylsilane cyclizations to form medium-sized rings. Novel and expendient syntheses of confertin and neolemnane exploit advantages unique to this annulation strategy. In addition, new methodology has been proposed to further develop this annulation procedure. The cyclization of substrates possessing several Michael acceptors, or internal nucleophiles, is a powerful extension of our earlier studies. Several pilot studies directed toward the ring skeletons of gascardic acid, gibberellic acid, quadrone, ophiobolin A, taxol, dendrobine, and securinine have been presented to expand the scope of our ring-forming processes. The area of allylsilane carbocyclizations remains largely unexplored and has significant potential. Pursuit of the experiments proposed here will further demonstrate the capabilities of this annulation methodology.

Agency
National Institute of Health (NIH)
Institute
National Institute of General Medical Sciences (NIGMS)
Type
Research Project (R01)
Project #
5R01GM039752-02
Application #
3296920
Study Section
Medicinal Chemistry Study Section (MCHA)
Project Start
1988-07-01
Project End
1991-06-30
Budget Start
1989-07-01
Budget End
1990-06-30
Support Year
2
Fiscal Year
1989
Total Cost
Indirect Cost
Name
University of Georgia
Department
Type
Graduate Schools
DUNS #
City
Athens
State
GA
Country
United States
Zip Code
30602