4.8 Article

Chiral Phosphoric Acid Catalyzed Enantioselective Desymmetrization of meso-Epoxides by Thiols

Journal

ORGANIC LETTERS
Volume 15, Issue 23, Pages 5964-5966

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol402797v

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Funding

  1. HKUST
  2. Hong Kong RGC [GRF-604411, ECS-605812]
  3. Hong Kong PhD fellowship

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The first chiral Bronsted acid catalyzed asymmetric nucleophilic ring-opening reaction of meso-epoxides is described. In the presence of TRIP, a range of meso-epoxides could undergo smooth ring-opening reactions by aryl thiols with good efficiency and enantioselectivity.

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