Artigo Revisado por pares

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

1997; Elsevier BV; Volume: 38; Issue: 11 Linguagem: Inglês

10.1016/s0040-4039(97)00255-4

ISSN

1873-3581

Autores

Takashi Sakai, Tatsuo Takayama, Takafumi Ohkawa, Osamu Yoshio, Tadashi Ema, Masanori Utaka,

Tópico(s)

Carbohydrate Chemistry and Synthesis

Resumo

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.

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