The chemistry of trichlorosilyl enolates. Aldol addition reactions of methyl ketones

SE Denmark, RA Stavenger

Index: Denmark; Stavenger Journal of the American Chemical Society, 2000 , vol. 122, # 37 p. 8837 - 8847

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Citation Number: 117

Abstract

Investigations on the aldol addition chemistry of trichlorosilyl enolates derived from methyl ketones are presented in full. These trichlorosilyl enolates are competent aldol reagents in the absence of additives, reacting with aldehydes at ambient temperature to provide high yields of aldol adducts. When either enol or aldehyde partner bears a stereogenic center, low diastereoselectivity is observed in this uncatalyzed aldol process. The aldol additions ...

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