4.8 Article

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

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 139, Issue 9, Pages 3344-3347

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b13389

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Funding

  1. Scripps Research Institute
  2. NIH (NIGMS) [2R01GM084019]

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Pd(II)-catalyzed enantioselective borylation of C(sp(3))-H bonds has been realized for the first time using chiral acetyl-protected aminomethyl oxazoline ligands. This reaction is compatible with carbocyclic amides containing alpha-tertiary as well as alpha-quaternary carbon centers. The chiral beta-borylated amides are useful synthons for the synthesis of chiral beta-hydroxylated, eta-fluorinated, and beta-arylated carboxylic acids.

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