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

[img]
Preview
Text (Seath-etal-AC-2015-Tandem-chemoselective-Suzuki-Miyaura-cross-coupling-enabled-by-nucleophile)
Seath_etal_AC_2015_Tandem_chemoselective_Suzuki_Miyaura_cross_coupling_enabled_by_nucleophile.pdf
Accepted Author Manuscript

Download (801kB)| Preview

    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.