4.7 Article

Catalytic, oxidant-free, direct olefination of alcohols using Wittig reagents

Journal

CHEMICAL COMMUNICATIONS
Volume 51, Issue 43, Pages 9002-9005

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc02902c

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Funding

  1. European Research Council under the FP7 framework [ERC 246837]
  2. Israel Science Foundation
  3. Kimmel Center for Molecular Design
  4. Okinawa Institute of Science and Technology

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Reported here is the catalytic, acceptorless coupling of alcohols with in situ generated, non-stabilized phosphonium ylides to form olefins as major products. The reaction uses low catalyst loadings and does not require added oxidants. Hydrogenation of the product is minimized and the reaction leads to Z (aliphatic) or E (benzylic) stereospecificity.

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