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DABCO-catalyzed 1,4-bromolactonization of conjugated enynes: highly stereoselective formation of a stereogenic center and an axially chiral allene

Authors :
Wen Zhang
Huadong Xu
Hui Xu
Weiping Tang
Source :
Journal of the American Chemical Society. March 25, 2009, Vol. 131 Issue 11, 3832-3833
Publication Year :
2009

Abstract

A DABCO-catalyzed highly regio- and stereoselective syn-1,4-bromolactonization of conjugated enynes is described and the 1,4-addition has occurred selectively over 1,2-addition for most enynes. Di-, tri- or even tetrasubstituted allenes together with lactones are selectively prepared from this enyne bromolactonization reaction.

Details

Language :
English
ISSN :
00027863
Volume :
131
Issue :
11
Database :
Gale General OneFile
Journal :
Journal of the American Chemical Society
Publication Type :
Academic Journal
Accession number :
edsgcl.200351690