Pd-catalyzed desymmetric intramolecular O-arylation reaction: enantioselective synthesis of (3,4-dihydro-2H-chromen-3-yl)methanols.

Org Lett

Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences , No. 190 Kaiyuan Avenue, Guangzhou Science Park, Guangzhou, 510530, China, State Key Laboratory of Elemento-organic Chemistry, Nankai Univeristy , No. 94 Weijin Road, Tianjin, 300071, China, and College of Chemistry and Chemical Engineering, Hunan Normal University, No. 36 Lushan Road, Changsha, Hunan, 410081, China.

Published: December 2013

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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Source
http://dx.doi.org/10.1021/ol402911yDOI Listing

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