Reliable assignment of absolute configuration of chiral amines based on the analysis of 1H NMR spectra of their CFTA amide diastereomers

Tomoya Fujiwara, Masaru Segawa, Hidehito Fujisawa, Taiki Murai, Tamiko Takahashi, Kenji Omata, Kuninobu Kabuto, Siegfried N. Lodwig, Clifford J. Unkefer, Yoshio Takeuchi

研究成果: Article査読

10 被引用数 (Scopus)

抄録

Applications of the CFTA method, a new and reliable procedure for the determination of the absolute configuration of chiral primary amines, are described in detail. In addition to the very high reactivity of CFTA chloride, the stable anti-periplanar conformers of CFTA amides, associated with the chiral structure of fluorine atom on a stereogenic center, are the key factors that make the technique of using 1H NMR analysis of the CFTA diastereomers very reliable. In particular, this method is useful for the determination of the absolute stereochemistry of isotopically multi-labeled amino acid derivatives.

本文言語English
ページ(範囲)847-856
ページ数10
ジャーナルTetrahedron Asymmetry
19
7
DOI
出版ステータスPublished - 2008 4 17

ASJC Scopus subject areas

  • 触媒
  • 物理化学および理論化学
  • 有機化学
  • 無機化学

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