STEREOSELECTIVE CONSTRUCTION OF FUNCTIONALIZED BICYCLIC CARBOCYCLES THROUGH METAL-HALOGEN EXCHANGE-INITIATED SEQUENTIAL CONJUGATE ADDITION-REACTIONS

Authors
COOKE MP GOPAL D
Citation
Mp. Cooke et D. Gopal, STEREOSELECTIVE CONSTRUCTION OF FUNCTIONALIZED BICYCLIC CARBOCYCLES THROUGH METAL-HALOGEN EXCHANGE-INITIATED SEQUENTIAL CONJUGATE ADDITION-REACTIONS, Tetrahedron letters, 35(18), 1994, pp. 2837-2840
Citations number
43
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
18
Year of publication
1994
Pages
2837 - 2840
Database
ISI
SICI code
0040-4039(1994)35:18<2837:SCOFBC>2.0.ZU;2-R
Abstract
Rapid metal-halogen exchange reactions have been used to initiate the stereoselective formation of trans-bicyclo[4.3.0]nonane and strained t rans-bicyclo[3.3.0]octane derivatives through sequential intramolecula r conjugate addition reactions. Stereoselectivity has been controlled in anionic olefin addition reactions as well as in corresponding radic al cyclizations through control of acceptor olefin stereochemistry.