Diastereocontrol of Thio-Claisen Rearrangement induced by an Adjacent Hydroxy-substituted Chiral Centre

DOI: 10.1039/c39890000414

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 414 - 416 (1989)

Update date:2022-09-26

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Authors:

Beslin, Pierre

Perrio, Stephane

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Article abstract of DOI:10.1039/c39890000414

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.

Full text of DOI:10.1039/c39890000414

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