Diastereoselective aldol reactions of β-silylenolates: a formal synthesis of thienamycin

I Fleming, JD Kilburn

Index: Fleming, Ian; Kilburn, Jeremy D. Journal of the Chemical Society, Chemical Communications, 1986 , # 15 p. 1198 - 1199

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Citation Number: 17

Abstract

Earlier this year we reported that P-silylenolates react with aldehydes in an aldol reaction showing remarkably high diastereoselectivity with respect to both new chiral centres.' In this and the following communication we report two applications of this finding. In this communication we describe a formal synthesis of racemic thienamycin (8), in which the phenyldimethylsilyl group is twice used as a masked hydroxy group, into which it can be converted in two simple steps, with ...