Self-Induced Diastereoselective Oxidation of Vinyl Sulfides Bearing a Chiral Hydroxy Group as a Way of Preparation of Optically Active Sulfinyl Dienophiles and Their Use in the Asymmetric Diels-Alder Reaction to Cyclopentadiene

DOI: 10.1021/jo00359a014

Source and publish data:

Journal of Organic Chemistry p. 1457 - 1466 (1986)

Update date:2022-08-03

Topics:

Authors:

Lucchi, Ottorino De

Lucchini, Vittorio

Marchioro, Carla

Valle, Giovanni

Modena, Giorgio

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Article abstract of DOI:10.1021/jo00359a014

Dienophiles 4,5,4' and 5' add with excellent diastereoselectivity to cyclopentadiene as a result of the fact that they assembled most features that are known to govern facial selectivity.Their synthesis entails stereoselective Michael addition of hydroxyt

Full text of DOI:10.1021/jo00359a014

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