Tetrahedron letters

Tandem conjugate addition-aldol reaction to α, β-unsaturated esters and ketones using titanium amide

A Hosomi, T Yanagi, M Hojo

Index: Hosomi, Akira; Yanagi, Toshiharu; Hojo, Makoto Tetrahedron Letters, 1991 , vol. 32, # 21 p. 2371 - 2374

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Citation Number: 24

Abstract

Abstract Titanium dialkylamide, readily available, adds to a α, β-unsaturated esters and ketones in a conjugate addition mode to give ester and ketone enolates, respectively, which are successively quenched with electrophiles such as aldehydes and acetals. The aldol products can be readily converted to the corresponding deaminated or dehydrated derivatives selectively.