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Ligand-enabled stereoselective β-C(sp(3))-H fluorination: Synthesis of unnatural enantiopure anti-β-fluoro-α-amino acids

Academic Article
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Overview

related to degree

  • Tanaka, Keita, Ph.D. in Chemistry, Scripps Research 2014 -
  • Zhu, Ru-Yi, Ph.D. in Chemistry, Scripps Research 2013 - 2018
  • He, Jian, Ph.D. in Chemistry, Scripps Research 2011 - 2016

authors

  • Zhu, Ru-Yi
  • Tanaka, Keita
  • Li, G. C.
  • He, Jian
  • Fu, H. Y.
  • Li, S. H.
  • Yu, Jin-Quan

publication date

  • June 2015

journal

  • Journal of the American Chemical Society  Journal

abstract

  • A quinoline-based ligand was shown to promote palladium-catalyzed β-C(sp(3))-H fluorination for the first time. A range of unnatural enantiopure fluorinated α-amino acids were obtained through sequential β-C(sp(3))-H arylation and subsequent stereoselective fluorination from readily available L-alanine.

subject areas

  • Amino Acids
  • Fluorine
  • Stereoisomerism
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Identity

PubMed Central ID

  • PMC4934178

International Standard Serial Number (ISSN)

  • 0002-7863

Digital Object Identifier (DOI)

  • 10.1021/jacs.5b04088

PubMed ID

  • 26001406
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Additional Document Info

start page

  • 7067

end page

  • 7070

volume

  • 137

issue

  • 22

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