The Zirconium Alkoxide??Catalyzed Aldol??Tishchenko Reaction of Ketone Aldols

C Schneider, M Hansch, T Weide

Index: Schneider, Christoph; Hansch, Markus; Weide, Timo Chemistry - A European Journal, 2005 , vol. 11, # 10 p. 3010 - 3021

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Citation Number: 31

Abstract

Abstract The aldol-Tishchenko reaction of ketone aldols as enol equivalents has been developed as an efficient strategy to furnish differentiated 1, 3-anti-diol monoesters in one step. The thermodynamically unstable ketone aldols undergo a facile retro-aldolization to yield a presumed zirconium enolate in situ, which then undergoes the aldol-Tishchenko reaction in typically high yields and with complete 1, 3-anti diastereocontrol. Evaluation of ...