4.7 Review

Catalytic Asymmetric Synthesis of Oxindoles Bearing a Tetrasubstituted Stereocenter at the C-3 Position

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 352, Issue 9, Pages 1381-1407

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201000161

Keywords

asymmetric catalysis; bioactive compounds; oxindole framework; stereoselectivity; tetrasubstituted carbon stereocenters

Funding

  1. National Natural Science Foundation of China [20902025]
  2. East China Normal University

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The 3,3 '-disubstituted oxindole structural motif is a prominent feature in many alkaloid natural products, which include all kinds of tetrasubstituted carbon stereocenters, spirocyclic or not, all-carbon or heteroatom-containing. The catalytic asymmetric synthesis of the tetrasubstituted carbon stereocenter at the C-3 position of the oxindole framework integrates new synthetic methods and chiral catalysts, reflects the latest achievements in asymmetric catalysis, and facilitates the synthesis of sufficient quantities of related compounds as potential medicinal agents and biological probes. This review summarizes the recent progress in this area, and applications in the total synthesis of related bioactive compounds.

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