4.7 Article

Halohydroxylation of 1-cyclopropylallenes: An efficient and stereoselective method for the preparation of multisubstituted olefins

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 73, Issue 17, Pages 6895-6898

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo801087d

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Funding

  1. National Natural Science Foundation of China [20672095, 20732005]
  2. Academic Foundation of Zhejiang Province

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The halohydroxylation of 1-cyclopropylallenes would generate two multisubstituted C=C double bonds and at the same time stereoselectively gives 5-halohexa-3,5-dien-1-ols in moderate to good yields. The latter could be transformed into the corresponding alkynyl-substituted conjugated dienes through the further Sonogashira coupling.

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