4.8 Article

Asymmetric Dual-Reagent Catalysis: Mannich-type Reactions Catalyzed by Ion Pair

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 6, Pages 1775-1779

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201409342

Keywords

asymmetric synthesis; fluorine; imines; organocatalysis; phosphines

Funding

  1. National Basic Research Program of China (973 Program) [2010CB833200]
  2. National Natural Science Foundation of China [21032006, 203900502, 20532040, 21290184]

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The combination of a new bifunctional phosphine and an acrylate generate a zwitterion insitu and it serves as an efficient catalyst for asymmetric reactions through a homogeneous ion-pairing mode. This new catalytic system has been successfully applied to Mannich-type reactions to give excellent results and it demonstrates a broad substrate scope. Such reactivity is not accessible with general organophosphine catalytic modes. Preliminary investigations into the mechanism are also presented.

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