Stereoselective Heck Reactions with Vinyl Sulfoxides, Sulfides and Sulfones

DG Bachmann, CC Wittwer…

Index: Bachmann, Daniel G.; Wittwer, Christopher C.; Gillingham, Dennis G. Advanced Synthesis and Catalysis, 2013 , vol. 355, # 18 p. 3703 - 3707

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Citation Number: 5

Abstract

Abstract: We report the Heck cross-coupling of notoriously unreactive, but synthetically valuable olefins: vinyl sulfoxides, vinyl sulfones, and vinyl sulfides. Key findings include the importance of the sterically hindered (tri-tert-butyl) phosphine ligand and the unique effectiveness of triethylamine as the base. The method is general, E-selective, and can be used to synthesize disubstituted or trisubstituted olefins through simple adjustments of ...

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