4.8 Article

Chiral Silver Phosphate-Catalyzed Cycloisomeric Kinetic Resolution of α-Allenic Alcohols

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 134, Issue 9, Pages 4096-4099

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja300453u

Keywords

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Funding

  1. NSFC [20872157, 21172236]
  2. CAS
  3. 973 Program [2010CB833200, 2011CB710800]

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A kinetic resolution of a-allenic alcohols is realized through chiral silver phosphate-catalyzed cycloisomerization with high stereoselectivity (selectivity factor up to 189) and tolerance of a variety of functional groups. A mechanistic model is proposed to interpret the origin of the high stereoselectivity and broad substrate scope.

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