4.8 Article

Metal-Triflate-Catalyzed Synthesis of Polycyclic Tertiary Alcohols by Cyclization of γ-Allenic Ketones

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 16, Pages 4177-4180

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201310724

Keywords

allenes; bismuth; cyclizations; homogeneous catalysis; synthetic methods

Funding

  1. Algerian Ministry of Research
  2. French Agence Nationale de la Recherche [ANR-ALEA2013-BS07-0009-01]
  3. University of Nice-Sophia Antipolis
  4. CNRS

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It has been established that bismuth(III) triflate catalyzes the cyclization of gamma-allenic ketones under mild reaction conditions. This reaction allows the selective formation of polycyclic tertiary alcohols from cyclic ketone derivatives. The resulting dienols can engage in stereoselective cycloadditions to efficiently afford complex polycyclic systems.

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