4.7 Article

Dearomatization of tryptophols via a vanadium-catalyzed asymmetric epoxidation and ring-opening cascade

Journal

CHEMICAL COMMUNICATIONS
Volume 50, Issue 10, Pages 1231-1233

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c3cc47921h

Keywords

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Funding

  1. National Basic Research Program of China (973 Program) [2010CB833300]
  2. National Natural Science Foundation of China [21025209, 21121062, 21272252, 21332009]

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An enantioselective epoxidation of tryptophols followed by an intramolecular epoxide opening reaction was realized by chiral vanadium catalysts derived from C-2 symmetric bis-hydroxamic acid (BHA) ligands. 3a-Hydroxyfuroindoline derivatives with up to 89% yield and 90% ee were obtained under mild reaction conditions.

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