4.8 Article

Highly Enantioselective Synthesis of Tetrahydroquinolines via Cobalt(II)-Catalyzed Tandem 1,5-Hydride Transfer/Cyclization

Journal

ORGANIC LETTERS
Volume 13, Issue 4, Pages 600-603

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol1028282

Keywords

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Funding

  1. National Natural Science Foundation of China [20732003, 21021001]
  2. Basic Research Program of China (973 Program) [2010CB833300]

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A chiral catalyst prepared from N,N '-dioxide and Co(BF4)(2)center dot 6H(2)O was applied in the asymmetric hydride transfer initiated cyclization reaction, giving optically active tetrahydroquinolines in good yields with high enantioselectivities under mild reaction conditions. Meanwhile, in light of the absolute configuration of the product, a possible working model was proposed to explain the origin of the activation and asymmetric induction.

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