Absolute configuration of 2-hydroxy-2-(1-naphthyl)propionic acid as determined by the 1H NMR anisotropy method

Akio Ichikawa, Shuntaro Hiradate, Akinori Sugio, Shunsuke Kuwahara, Masataka Watanabe, Nobuyuki Harada

Research output: Contribution to journalArticle

44 Citations (Scopus)

Abstract

Enantiopure 2-hydroxy-2-(1-naphthyl)propionic acid (+)-2 was prepared by the stereoselective Grignard reaction of 1-naphthylmagnesium bromide with (1R,3R,4S)-menthyl pyruvate 3 or (1R,3R,4S)-8-phenylmenthyl pyruvate 4, and the absolute configuration of acid (+)-2 was unambiguously determined to be S by the 1H NMR anisotropy method.

Original languageEnglish
Pages (from-to)4075-4078
Number of pages4
JournalTetrahedron Asymmetry
Volume10
Issue number21
DOIs
Publication statusPublished - Oct 29 1999

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pyruvates
propionic acid
Propionic acid
Pyruvic Acid
Anisotropy
Grignard reactions
Nuclear magnetic resonance
nuclear magnetic resonance
anisotropy
Acids
configurations
Bromides
bromides
acids

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

Absolute configuration of 2-hydroxy-2-(1-naphthyl)propionic acid as determined by the 1H NMR anisotropy method. / Ichikawa, Akio; Hiradate, Shuntaro; Sugio, Akinori; Kuwahara, Shunsuke; Watanabe, Masataka; Harada, Nobuyuki.

In: Tetrahedron Asymmetry, Vol. 10, No. 21, 29.10.1999, p. 4075-4078.

Research output: Contribution to journalArticle

Ichikawa, Akio ; Hiradate, Shuntaro ; Sugio, Akinori ; Kuwahara, Shunsuke ; Watanabe, Masataka ; Harada, Nobuyuki. / Absolute configuration of 2-hydroxy-2-(1-naphthyl)propionic acid as determined by the 1H NMR anisotropy method. In: Tetrahedron Asymmetry. 1999 ; Vol. 10, No. 21. pp. 4075-4078.
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