A highly enantioselective Hg(ii)-catalyzed Sakurai-Hosomi reaction of isatins with allyltrimethylsilanes.

Org Biomol Chem

Shanghai Key Laboratory of Green Chemistry and Chemical Process, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, P. R. China.

Published: June 2016

A chiral complex derived from (S)-difluorophos and Hg(OTf)2 is identified as a powerful catalyst for the Sakurai-Hosomi reaction of isatins with allyltrimethylsilane, allowing the facile synthesis of valuable building blocks 3-allyl-3-hydroxyoxindoles in up to 97% ee, with only 0.5-1.0 mol% of catalyst loading.

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Source
http://dx.doi.org/10.1039/c5ob02582fDOI Listing

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