Lipase-catalyzed efficient kinetic resolution of 3-Hydroxy-3-(pentafluorophenyl)propionitrile

Takashi Sakal, Tetsuo Takayama, Takafumi Ohkawa, Osamu Yoshio, Tadashi Ema, Masanori Utaka

Research output: Contribution to journalArticlepeer-review

16 Citations (Scopus)

Abstract

Efficient kinetic resolution of racemic 3-hydroxy-3-(pentafluorophenyl)- propionitrile (±)-1 by a lipase-catalyzed transesterification gave optically pure (S)-3-hydroxy-3-(pentafluorophenyl-)propionitrile (S)-1 and (R)-(+)-3-acetoxy-3-(penta-fluorophenyl)propionitrile (R)-1 [>99% ee, respectively, E = 1057], the former of which was further transformed into (S)-(-)-3-amino-1-(pentafluorophenyl)-1-propanol (S)-7 in four steps.

Original languageEnglish
Pages (from-to)1987-1990
Number of pages4
JournalTetrahedron Letters
Volume38
Issue number11
DOIs
Publication statusPublished - Mar 17 1997

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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