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. 2017 Mar 8;139(9):3344-3347.
doi: 10.1021/jacs.6b13389. Epub 2017 Feb 23.

Pd(II)-Catalyzed Enantioselective C(sp3)-H Borylation

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Pd(II)-Catalyzed Enantioselective C(sp3)-H Borylation

Jian He et al. J Am Chem Soc. .

Abstract

Pd(II)-catalyzed enantioselective borylation of C(sp3)-H bonds has been realized for the first time using chiral acetyl-protected aminomethyl oxazoline ligands. This reaction is compatible with carbocyclic amides containing α-tertiary as well as α-quaternary carbon centers. The chiral β-borylated amides are useful synthons for the synthesis of chiral β-hydroxylated, β-fluorinated, and β-arylated carboxylic acids.

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