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Catalytic Asymmetric Bromination of Unfunctionalized Olefins with H2O as a Nucleophile
Authors:Dr. Xun Zhang  Dr. Jing Li  Hua Tian  Prof. Dr. Yian Shi
Affiliation:1. Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 10090 (P. R. China);2. State Key Laboratory of Coordination Chemistry, Center for Multimolecular Organic Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210093 (P. R. China);3. Department of Chemistry, Colorado State University, Fort Collins, Colorado, 80523 (USA)
Abstract:The dimeric cinchona alkaloid (DHQD)2PHAL 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.
Keywords:bromination  cinchona alkaloids  enantioselectivity  olefins  water
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