Tandem chemoselective Suzuki-Miyaura cross-coupling enabled by nucleophile speciation control

Seath, Ciaran P. and Fyfe, James W. B. and Molloy, John J. and Watson, Allan J. B. (2015) Tandem chemoselective Suzuki-Miyaura cross-coupling enabled by nucleophile speciation control. Angewandte Chemie, 54 (34). pp. 9976-9979. ISSN 0044-8249 (https://doi.org/10.1002/ange.201504297)

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Abstract

Control of boronic acid speciation is presented as a strategy to achieve nucleophile chemoselectivity in the Suzuki-Miyaura reaction. Combined with simultaneous control of oxidative addition and transmetallation, this enables chemoselective formation of two C-C bonds in a single operation, providing a method for the rapid preparation of highly functionalized carbogenic frameworks.