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Synthesis of cyclopropanes via iodine–magnesium exchange between 3-iodomethyl-1-oxacyclopentanes and organomagnesium reagents

Authors :
Tsuji, Takashi
Nakamura, Tomoaki
Yorimitsu, Hideki
Shinokubo, Hiroshi
Oshima, Koichiro
Source :
Tetrahedron. Jan2004, Vol. 60 Issue 4, p973. 6p.
Publication Year :
2004

Abstract

Iodine–magnesium exchange occurs upon treatment of 3-iodomethyl-1-oxacyclopentanes with alkyl Grignard reagents or trialkylmagnesate. The resulting organomagnesium compounds undergo intramolecular nucleophilic substitution in ether to afford cyclopropane skeletons in a stereoselective manner. [Copyright &y& Elsevier]

Details

Language :
English
ISSN :
00404020
Volume :
60
Issue :
4
Database :
Academic Search Index
Journal :
Tetrahedron
Publication Type :
Academic Journal
Accession number :
11885779
Full Text :
https://doi.org/10.1016/j.tet.2003.11.038