4.8 Article

Copper-Catalyzed γ-Selective and Stereospecific Allyl-Aryl Coupling between (Z)-Acyclic and Cyclic Allylic Phosphates and Arylboronates

Journal

ORGANIC LETTERS
Volume 12, Issue 10, Pages 2438-2440

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol100841y

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Funding

  1. JSPS [21350020, 21750086]
  2. Grants-in-Aid for Scientific Research [21750086, 21350020] Funding Source: KAKEN

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A Cu-catalyzed allyl-aryl coupling reaction between (2)-acyclic or cyclic allylic phosphates and arylboronates proceeds with excellent gamma-E-selectivity and 1,3-anti chirality transfer, which gives the corresponding coupling products with benzylic and allylic stereogenic centers. The wide availability and easy-to-handle nature of arylboronates, the inexpensiveness of the Cu catalyst system, and the high regio- and stereoselectivities are attractive features of this protocol.

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