4.7 Article

Catalytic asymmetric conjugate boration of alpha,beta-unsaturated sulfones

Journal

CHEMICAL COMMUNICATIONS
Volume 47, Issue 23, Pages 6701-6703

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c1cc11949d

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Funding

  1. Ministerio de Ciencia e Innovacion (MICINN) [CTQ2009-07791]
  2. Consejeria de Educacion de la Comunidad de Madrid [S2009/PPQ-1634]
  3. UAM

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The alpha,beta-unsaturated sulfones are suitable activated olefins in catalytic asymmetric conjugate beta-boration. These substrates undergo smooth conjugate addition of bis(pinacolato) diboron [B(2)(pin)(2)] catalyzed by nonracemic Cu(I)-diphosphine complexes to provide, upon subsequent oxidation, beta-hydroxy sulfones in good yields and high enantiocontrol.

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