4.8 Article

Gold(I)-Catalyzed Enantioselective Polycyclization Reactions

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 132, Issue 24, Pages 8276-+

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja103544p

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Funding

  1. NIHGMS [RO1 GM073932]
  2. Amgen
  3. Novartis
  4. Roche
  5. state of Baden-Wurttemberg

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A series of enantioselective polycyclization reactions, catalyzed by a cationic bisphosphine gold complexes, are described. The polycyclization reactions, which employ an alkyne as an initiating group, begin with a gold-promoted 6-exo-dig cyclization and can be terminated with a variety of nucleophiles including carboxylic acids, phenols, sulfonamides, and electron-rich aryl groups. This method allows for the preparation of up to four bonds in a single operation with excellent diastereo- and enantioselectivity.

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