The proposal describes the development of functional group tolerant silacyclopropanation and intramolecular carbonyl insertion into silacyclopropanes. Metal-catalyzed silylene transfer to alkenes is an effective route to the synthesis of silacyclopropanes, however further investigation into the functional group tolerance of this reaction is needed. Once optimized, silylene transfer to an alkene with a carbonyl functionality would result in formation of a silacyclopropane capable of undergoing an intramolecular insertion of the carbonyl. Intramolecular insertion reactions have the potential to form new stereoselective carbon-carbon bonds, rings systems, and tertiary alcohols, which can simplify chemical conversions in the synthesis of molecules such as natural products of biological importance.

Agency
National Institute of Health (NIH)
Institute
National Institute of General Medical Sciences (NIGMS)
Type
Predoctoral Individual National Research Service Award (F31)
Project #
1F31GM067561-01
Application #
6590282
Study Section
Special Emphasis Panel (ZRG1-F05 (29))
Program Officer
Toliver, Adolphus
Project Start
2003-03-18
Project End
2006-08-31
Budget Start
2003-01-01
Budget End
2003-12-31
Support Year
1
Fiscal Year
2002
Total Cost
$25,372
Indirect Cost
Name
University of California Irvine
Department
Chemistry
Type
Schools of Arts and Sciences
DUNS #
161202122
City
Irvine
State
CA
Country
United States
Zip Code
92697