4.8 Article

Pd-Catalyzed Desymmetric Intramolecular O-Arylation Reaction: Enantioselective Synthesis of (3,4-Dihydro-2H-chromen-3-yl)methanols

Journal

ORGANIC LETTERS
Volume 15, Issue 23, Pages 6022-6025

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol402911y

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Funding

  1. 100-talent program of CAS
  2. National Natural Science Foundation [21272234]
  3. Guangdong Natural Science Foundation [S2012010009459]
  4. Key Project on Innovative Drug of Guangzhou [11C34060759]

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An enantioselective intramolecular O-arylation was achieved through desymmetrization with Pd-catalyzed coupling reactions. The intramolecular asymmetric aryl C-O coupling reactions of 2-(2-haloaryl)propane-1,3-diols led to the enantioselective formation of chiral (3,4-dihydro-2H-chromen-3-yl)methanols in good yields and high enantiomeric selectivity.

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