4.8 Article

Desymmetrization of Bicyclo[3.n.1]-3-one Derivatives by Palladium-Catalyzed Asymmetric Allylic Alkylation

Journal

ORGANIC LETTERS
Volume 15, Issue 15, Pages 3880-3883

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol4016207

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Funding

  1. Major Basic Research Development Program [2010CB833300]
  2. National Natural Science Foundation of China [21121062, 21002113, 21032007]
  3. External Cooperation Program of Chinese Academy of Sciences
  4. Technology Commission of Shanghai Municipality
  5. Croucher Foundation of Hong Kong

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Desymmetrization of carbon nucleophiles by palladium-catalyzed asymmetric allylic alkylation has been realized for the first time. Products with three chiral centers were obtained in good yield and with high diastereo- and enantioselectivity. The method offers an efficient access to optically active tropane derivatives.

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