Issue 7, 1989

Diastereocontrol of thio-Claisen rearrangement induced by an adjacent hydroxy-substituted chiral centre

Abstract

S-Allyl α-hydroxy ketene dithioacetals smoothly rearrange into α-allyl β-hydroxydithioesters with a high level of syn-diastereoselectivity, with the syn : anti ratio ranging from 24:1 to 6:1, independently of the geometry of the ketene double bond.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1989, 414-416

Diastereocontrol of thio-Claisen rearrangement induced by an adjacent hydroxy-substituted chiral centre

P. Beslin and S. Perrio, J. Chem. Soc., Chem. Commun., 1989, 414 DOI: 10.1039/C39890000414

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