Catalytic anti-Markovnikov hydrobromination of alkynes

MR Uehling, RP Rucker, G Lalic

Index: Uehling, Mycah R.; Rucker, Richard P.; Lalic, Gojko Journal of the American Chemical Society, 2014 , vol. 136, # 24 p. 8799 - 8803

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Citation Number: 22

Abstract

We have developed the first catalytic method for anti-Markovnikov hydrobromination of alkynes. The reaction affords terminal E-alkenyl bromides in high yield and with excellent regio-and diastereoselectivity. Both aryl-and alkyl-substituted terminal alkynes can be used as substrates. Furthermore, the reaction conditions are compatible with a wide range of functional groups, including esters, nitriles, epoxides, aryl boronic esters, terminal alkenes ...