Bromohydrin formation in dimethyl sulfoxide

DR Dalton, VP Dutta, DG Jones

文献索引：Dalton,D.R. et al. Journal of the American Chemical Society, 1968 , vol. 90, # 20 p. 5498 - 5501

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被引用次数: 168

摘要

Abstract: A number of olefins have been converted to their respective bromohydrins by the use of N-bromosuccinimide (NBS) and moist dimethyl sulfoxide (DMSO). The mechanism of this stereospecific transformation has been elucidated and general trends have been observed. These include (1) Markovnikov orientation of addition in the absence of steric restrictions;(2) failure of the reaction with highly hindered olefins and olefins bearing ...