Tetrahedron letters

Stereospecific Michael addition of dithioester enethiolates with acyclic enones

K Kpegba, P Metzner, R Rakotonirina

Index: Kpegba, Kafui; Metzner, Patrick; Rakotonirina, Rose Tetrahedron Letters, 1986 ,  vol. 27,  # 13  p. 1505 - 1508

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Citation Number: 14

Abstract

Abstract Cis lithium enethiolates, generated from substituted dithioesters, undergo 1, 4- addition uith vapious β-monosubstituted α-unsaturated ketones. With acyclic enones one of the tw resulting diastereomeric 5-oxodithioesters is predominantly formed (ratio up to 95: 5). Its anti configuration was proven by chemical correlation in one case. Evidence for fhe stereospecificity of this Michael, addition is given.