%0 Journal Article
%T Carbopalladation of C每C 考-bonds enabled by strained boronate complexes
%J -
%D 2018
%R https://doi.org/10.1038/s41557-018-0181-x
%X Transition-metal-catalysed cross-coupling reactions, particularly those mediated by palladium, are some of the most broadly used chemical transformations. The fundamental reaction steps of such cross-couplings typically include oxidative addition, transmetallation, carbopalladation of a 羽-bond and/or reductive elimination. Herein, we describe an unprecedented fundamental reaction step: a C每C 考-bond carbopalladation. Specifically, an aryl palladium(ii) complex interacts with a 考-bond of a strained bicyclo[1.1.0]butyl boronate complex to enable addition of the aryl palladium(ii) species and an organoboronic ester substituent across a C每C 考-bond. The overall process couples readily available aryl triflates and organoboronic esters across a cyclobutane unit with total diastereocontrol. The pharmaceutically relevant 1,1,3-trisubstituted cyclobutane products are decorated with an array of modular building blocks, including a boronic ester that can be readily derivatized
%U https://www.nature.com/articles/s41557-018-0181-x