4.6 Article

Catalytic Asymmetric Bromination of Unfunctionalized Olefins with H2O as a Nucleophile

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 33, Pages 11658-+

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201502133

Keywords

bromination; cinchona alkaloids; enantioselectivity; olefins; water

Funding

  1. National Basic Research Program of China (973 program) [2011CB808600]
  2. National Natural Science Foundation of China [21172221]
  3. Chinese Academy of Sciences

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The dimeric cinchona alkaloid (DHQD)(2)PHAL is used to catalyze an effective asymmetric bromohydroxylation of unfunctionalized olefins with H2O as nucleophile an N-bromobenzamide as a bromine source. A variety of optically active bromohydrins are formed with up to 88%ee.

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