Stereochemistry of bromofluorination of phenyl-substituted olefins

Abstract
Bromofluorination of phenyl-substituted olefins, e.g. 1,1-diphenylethylenes, β-alkylstyrenes, and stilbene, with N-bromosuccinimide–hydrogen fluoride–pyridine in ether proceeds with Markovnikov-type regioselectivity. The reaction is sterospecific (anti) for trans- and nonstereospecific for cis-olefins.

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