Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 15, Pages 3899-3903Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201310000
Keywords
amino acids; borylation; CH functionalization; directing groups; palladium
Categories
Funding
- 973 Project by the MOST of China [2009CB825300]
- NSFC [20925207, 21002001]
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Organoborane compounds are among the most commonly employed intermediates in organic synthesis and serve as crucial precursors to alcohols, amines, and various functionalized molecules. A simple palladium-based system catalyzes the conversion of primary C(sp(3))H bonds in functionalized complex organic molecules into alkyl boronate esters. Amino acids, amino alcohols, alkyl amines, and a series of bioactive molecules can be functionalized with the use of readily available and removable directing groups in the presence of commercially available additives, simple ligands, and oxygen (O-2) as the terminal oxidant. This approach represents an economic and environmentally friendly method that could find broad applications.
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