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1. Asymmetric three-component domino reaction: an original access to chiral nonracemic 1,3-thiazin-2-ones.

Author

Peudru F, Le Cavelier F, Lohier JF, Gulea M, and Reboul V

Subjects
Catalysis, Cyclization, Cycloaddition Reaction, Molecular Structure, Stereoisomerism, Thiazines chemistry, Aldehydes chemistry, Alkenes chemistry, Thiazines chemical synthesis
Abstract

A new asymmetric three-component domino process, based on a diastereoselective hetero-Diels-Alder reaction, involving an aldehyde, an alkene, and a chiral thiocarbamate was developed. The chiral auxiliary is directly removed during this process, leading to enantioenriched 2H-1,3-thiazin-2-ones with up to 96% ee.

Published
2013
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