Synthesis of both enantiomers of ω-trifluorononactic acid, a new analogue of nonactin monomers

Kentaro Takai; Tadaatsu Hanadate; Shuichi Oi; Teiko Yamada; Shigefumi Kuwahara; Hiromasa Kiyota

doi:10.1055/s-0030-1260234

Synthesis of both enantiomers of ω-trifluorononactic acid, a new analogue of nonactin monomers

Kentaro Takai, Tadaatsu Hanadate, Shuichi Oi, Teiko Yamada, Shigefumi Kuwahara, Hiromasa Kiyota

Environment Conservation Center

Tohoku University

Research output: Contribution to journal › Article › peer-review

3 Citations (Scopus)

Abstract

Both (+)- and (-)-ω-trifluorononactic acid, a designed analogue of nonactic acid, were synthesized. The racemic acid, prepared by using cis-selective iodoetherification, was resolved as the corresponding (S)-O-acetylmandelates. The structure was determined by X-ray crystallographic analysis.

Original language	English
Article number	F69411SS
Pages (from-to)	3741-3748
Number of pages	8
Journal	Synthesis
Issue number	22
DOIs	https://doi.org/10.1055/s-0030-1260234
Publication status	Published - 2011

Keywords

ω-trifluorononactic acid
antibiotics
chiral resolution
polynactins
total synthesis

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10.1055/s-0030-1260234

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abstract = "Both (+)- and (-)-ω-trifluorononactic acid, a designed analogue of nonactic acid, were synthesized. The racemic acid, prepared by using cis-selective iodoetherification, was resolved as the corresponding (S)-O-acetylmandelates. The structure was determined by X-ray crystallographic analysis.",

keywords = "ω-trifluorononactic acid, antibiotics, chiral resolution, polynactins, total synthesis",

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T1 - Synthesis of both enantiomers of ω-trifluorononactic acid, a new analogue of nonactin monomers

AU - Takai, Kentaro

AU - Hanadate, Tadaatsu

AU - Oi, Shuichi

AU - Yamada, Teiko

AU - Kuwahara, Shigefumi

AU - Kiyota, Hiromasa

PY - 2011

Y1 - 2011

N2 - Both (+)- and (-)-ω-trifluorononactic acid, a designed analogue of nonactic acid, were synthesized. The racemic acid, prepared by using cis-selective iodoetherification, was resolved as the corresponding (S)-O-acetylmandelates. The structure was determined by X-ray crystallographic analysis.

AB - Both (+)- and (-)-ω-trifluorononactic acid, a designed analogue of nonactic acid, were synthesized. The racemic acid, prepared by using cis-selective iodoetherification, was resolved as the corresponding (S)-O-acetylmandelates. The structure was determined by X-ray crystallographic analysis.

KW - ω-trifluorononactic acid

KW - antibiotics

KW - chiral resolution

KW - polynactins

KW - total synthesis

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M1 - F69411SS

ER -

Synthesis of both enantiomers of ω-trifluorononactic acid, a new analogue of nonactin monomers

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Keywords

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