Tetrahedron

A new method for generation of non-stabilized α-amino-substituted carbanions by the reaction of magnesium carbenoids with N-lithio arylamines: their reactivity and a …

T Satoh, A Osawa, T Ohbayashi, A Kondo

Index: Satoh, Tsuyoshi; Osawa, Atsushi; Ohbayashi, Tohru; Kondo, Atsushi Tetrahedron, 2006 , vol. 62, # 33 p. 7892 - 7901

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Citation Number: 14

Abstract

Magnesium carbenoids were generated from aryl 1-chloroalkyl sulfoxides with i-PrMgCl in THF at low temperature in quantitative yields. The magnesium carbenoids were found to be reactive with N-lithio alkylamines to afford an olefin, which was derived from dimerization of the magnesium carbenoid, in moderate yield. On the other hand, reaction of the magnesium carbenoids with N-substituted N-lithio arylamines gave non-stabilized α-amino-substituted ...