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

摘要

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. (C) 2003 Elsevier Ltd. All rights reserved. [References: 37]