Tetrahedron

Magnesium alkylidene carbenoids: Generation from 1-halovinyl sulfoxides with Grignard reagents and studies on their property, mechanism, and some synthetic uses

…, K Takano, H Ota, H Someya, K Matsuda, M Koyama

Index: Satoh, Tsuyoshi; Takano, Koji; Hiroyuki, Ota; Someya, Hideaki; Matsuda, Kenji; Koyama, Mai Tetrahedron, 1998 , vol. 54, # 21 p. 5557 - 5574

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Citation Number: 98

Abstract

Magnesium alkylidene carbenoids were generated from 1-halovinyl sulfoxides, derived from ketones and aryl halomethyl sulfoxide, through the ligand exchange reaction of sulfoxides with Grignard reagents. The generated magnesium alkylidene carbenoids were found to be stable at− 78° C for over 30 min. The carbenoids reacted with aldehydes to give the adducts in moderate yields; however, they were found to be relatively unreactive to usual ...