4.8 Article

Palladium-Catalyzed Approach to Stereodefined Ten-Membered Cycles from 1,5-Bisallenes

Journal

ORGANIC LETTERS
Volume 13, Issue 19, Pages 5200-5203

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol202074e

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Funding

  1. National Natural Science Foundation of China [20732005]
  2. National Basic Research Program of China [2011CB808700]

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A three-component Pd(0)-catalyzed reaction of 1,5-bisallenes with organic halides in the presence of primary amines was observed to afford stereodefined not readily available ten-membered cyclic compounds highly chemo- and regioselectively. A mechanism involving two pi-allylic palladium intermediates was proposed to account for the observed regio- and stereoselectivity.

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