Stereoselective aldol condensations via boron enolates

DA Evans, JV Nelson, E Vogel…

Index: Evans,D.A.; Nelson,J.V.; Vogel,E. Journal of the American Chemical Society, 1981 , vol. 103, p. 3099

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Citation Number: 626

Abstract

Abstract: A detailed investigation of the enolization of a variety of ketones and carboxylic acid derivatives with dialkylboryl triflates in the presence of a tertiary amine and the subsequent aldol condensations of these boron enolates was conducted. The stereochemistry of the enolates formed from acyclic ketones was found to be dependent on the structure of the ketone, the dialkylboryl triflate, and the tertiary amine. A mechanism for ...

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