4.8 Article

Total Synthesis of Cryptocaryol A by Enantioselective Iridium-Catalyzed Alcohol C-H Allylation

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 16, Pages 5049-5052

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201600591

Keywords

enantioselective synthesis; iridium; polyketide; total synthesis; transfer hydrogenation

Funding

  1. Robert A. Welch Foundation [F-0038]
  2. NIH [RO1-GM093905]

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The polyketide natural product cryptocaryolA is prepared in 8 steps via iridium catalyzed enantioselective diol double C-H allylation, which directly generates an acetate-based triketide stereodiad. In 4 previously reported total syntheses, 17-28 steps were required.

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