Reaction of magnesium cyclopropylidene with N-lithio arylamines: a method for generation of α-amino-substituted cyclopropylmagnesiums and a study for their reactivity with electrophiles
作者:Tsuyoshi Satoh、Mariko Miura、Ken Sakai、Yoshimi Yokoyama
DOI:10.1016/j.tet.2006.01.080
日期:2006.4
Magnesium cyclopropylidene was generated from 1-chlorocyclopropyl phenyl sulfoxide with i-PrMgCl in THF at -78 degrees C in high yield by a sulfoxide-magnesium exchange reaction. The generated magnesium cyclopropylidene was found to be reactive with N-lithio arylamines to give alpha-ammo-substituted cyclopropylmagnesiums. The reaction of the a-amino-substituted cyclopropylmagnesiums with several electrophiles was examined and a new method for a synthesis of cyclopropane amino acid derivatives was realized. (c) 2006 Elsevier Ltd. All rights reserved.