Palladium-Catalyzed Stereoselective Formation of Substituted Allylic Thioethers and Sulfones

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 opera...

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Veröffentlicht in:Organic letters 2016-12, Vol.18 (23), p.6042-6045
Hauptverfasser: Gómez, José Enrique, Guo, Wusheng, Kleij, Arjan W
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.6b02981