Electrochemical borylation of carboxylic acids.

Barton, Lisa M; Chen, Longrui; Blackmond, Donna G; Baran, Phil S · Proc Natl Acad Sci U S A · 2021

basic_science · Level V

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Abstract

A simple electrochemically mediated method for the conversion of alkyl carboxylic acids to their borylated congeners is presented. This protocol features an undivided cell setup with inexpensive carbon-based electrodes and exhibits a broad substrate scope and scalability in both flow and batch reactors. The use of this method in challenging contexts is exemplified with a modular formal synthesis of jawsamycin, a natural product harboring five cyclopropane rings.

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