Construction of Quaternary Stereocenters by Nickel-Catalyzed Heck Cyclization Reactions.

Angew Chem Int Ed Engl

Department of Chemical Development US, Boehringer-Ingelheim Pharmaceuticals, Inc., 900 Ridgebury Road, Ridgefield, CT, 06877, USA.

Published: September 2016

A nickel-catalyzed Heck cyclization for the construction of quaternary stereocenters is reported. This transformation is demonstrated in the synthesis of 3,3-disubstituted oxindoles, which are prevalent motifs seen in numerous biologically active molecules. The method shows broad scope, proceeds in synthetically useful yields, and provides a rare means to construct stereochemically complex frameworks by nonprecious-metal catalysis.

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http://dx.doi.org/10.1002/anie.201606955DOI Listing

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