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Electrochemical borylation of carboxylic acids
Author(s) -
Lisa M. Barton,
Longrui Chen,
Donna G. Blackmond,
Phil S. Baran
Publication year - 2021
Publication title -
proceedings of the national academy of sciences
Language(s) - Uncategorized
Resource type - Journals
SCImago Journal Rank - 5.011
H-Index - 771
eISSN - 1091-6490
pISSN - 0027-8424
DOI - 10.1073/pnas.2109408118
Subject(s) - borylation , natural product , modular design , electrochemistry , substrate (aquarium) , scalability , combinatorial chemistry , cyclopropane , scope (computer science) , carboxylic acid , chemistry , reagent , alkyl , organic chemistry , computer science , nanotechnology , materials science , electrode , ecology , biology , programming language , database , ring (chemistry) , aryl
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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