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Stereosepcific synthesis of alkylidenecyclopropanes via sequential cyclopropene carbomagnesation/1,3-carbon shift

Authors :
Xiaocong Xie
Zhe Yang
Fox, Joseph M.
Source :
Journal of Organic Chemistry. June 4, 2010, Vol. 75 Issue 11, 3847-3850
Publication Year :
2010

Abstract

Alkylidenecyclopropanes is prepared from enantiomerically enriched cyclopropene derivatives with 99% stereotransfer. The protocol consists of the stereoselective reaction of Grignard reagents with 1-alkoxymethyl-3-hydroxymethylcyclopropenes and a stereospecific [1,3] carbon shift reaction.

Details

Language :
English
ISSN :
00223263
Volume :
75
Issue :
11
Database :
Gale General OneFile
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
edsgcl.230293516