Stereoselective Michael/aldol tandem reaction triggered by thiolate anion or analogues

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Akio Kamimura, Hiromasa Mitsudera, Shigeru Asano, Michihiko Noguchi and Akikazu Kakehi


Abstract

A combination of a tert-butyl α,β-unsaturated ester, an aldehyde and lithium thiophenolate in CH2Cl2 undergoes a one-pot Michael/aldol tandem reaction to give a condensation adduct of the three components, an α-phenylthiomethyl-β-hydroxy ester, in good yield with high syn-selectivity.


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