Palladium-Catalyzed Stereoselective Formation of Substituted Allylic Thioethers and Sulfones.

Org Lett

Institute of Chemical Research of Catalonia (ICIQ), Barcelona Institute of Science and Technology, Av. Països Catalans 16, 43007 Tarragona, Spain.

Published: December 2016

A general method is reported for the stereoselective preparation of highly functionalized allylic thioethers. This protocol is based on a Pd-catalyzed thiolation of modular vinyl cyclic carbonate substrates and features high (Z)-selectivity, good yields, minimal waste, ample product scope, and operational simplicity. A one-pot strategy was used for the stereoselective formation of pharma-relevant allylic sulfones derived from their in situ prepared thioether precursors.

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http://dx.doi.org/10.1021/acs.orglett.6b02981DOI Listing

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