Organometalliques portant une fonction eliminable en β: I. Elimination sur des carbenoides β alcoolates, transposition en enolate de cetones α-chlorees

J Villieras, C Bacquet, JF Normant

Index: Villieras,J. et al. Journal of Organometallic Chemistry, 1975 , vol. 97, p. 325 - 354

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Citation Number: 27

Abstract

Abstract Lithium β-oxidocarbenoids are quite unstable event at− 120 C and undergo α elimination. A subsequent migration of a group from the neighbouring alcoholic carbon to the carbenoid center leads to the formation of an α-chloroketo or aldo lithio enolate. This reaction allows a facile one step preparation of α-haloketones. It is particularly suitable for the synthesis of C n+ 1 chlorocyclanones from C n cyclanones. The mechanism of various ...