Total Syntheses of Hopeanol and Hopeahainol A

  • ChemPubSoc Europe Logo
  • Author: ChemViews
  • Published Date: 27 March 2012
  • Source / Publisher: Angewandte Chemie International Edition/Wiley-VCH
  • Copyright: WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
thumbnail image: Total Syntheses of Hopeanol and Hopeahainol A

Scott A. Snyder and colleagues, Columbia University, New York, USA, describe a distinct approach for the total synthesis of the resveratrol dimers hopeanol and hopeahainol A empowered by a unique, reagent-driven pinacol rearrangement and substrate-specific oxidation chemistry.
Critical steps involved a pinacol rearrangement empowered by a chiral phosphoric acid and multistage, substrate-specific oxidation processes. Current efforts are directed towards developing asymmetric syntheses of these materials and probing their chemical biology.

The route has biogenetic implications that trace the origin of these compounds to more common dimeric family members.

  • Total Syntheses of Hopeanol and Hopeahainol A Empowered by a Chiral Brønsted Acid Induced Pinacol Rearrangement,
    Scott A. Snyder, Stephen B. Thomas, Agathe C. Mayer, and Steven P. Breazzano,
    Angew. Chem. Int. Ed. 2012, 51.
    DOI: 10.1002/anie.201107730

Article Views: 2996

Sign in Area

Please sign in below

Additional Sign In options

Please note that to comment on an article you must be registered and logged in.
Registration is for free, you may already be registered to receive, e.g., the newsletter. When you register on this website, please ensure you view our terms and conditions. All comments are subject to moderation.

Article Comments - To add a comment please sign in

Bookmark and Share

If you would like to reuse any content, in print or online, from, please contact us first for permission. more

CONNECT: on Facebook on Twitter on YouTube on LinkedIn Sign up for our free newsletter

A product of ChemPubSoc Europe (16 European Chemical Societies)and Wiley-VCH