Significant effect of acyl groups on enantioselectivity in lipase-catalyzed transesterifications

Tadashi Ema, Soichi Maeno, Yusuke Takaya, Takashi Sakai, Masanori Utaka

Research output: Contribution to journalArticle

44 Citations (Scopus)

Abstract

The effect of the acyl group of acylating agents on the enantioselectivity in the lipase-catalyzed transesterification of racemic 2-[(N,N-dimethylcarbamoyl)methyl]-3-cyclopenten-1-ol in diisopropyl ether was found to be significant. The enantioselectivity was enhanced markedly by changing the acylating agent from vinyl acetate to vinyl butyrate, and dropped substantially with longer acyl donors. Other acyl donors were also examined.

Original languageEnglish
Pages (from-to)625-628
Number of pages4
JournalTetrahedron Asymmetry
Volume7
Issue number3
DOIs
Publication statusPublished - Mar 21 1996

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Enantioselectivity
Transesterification
Lipases
Lipase
acetates
Ethers
ethers
vinyl butyrate
vinyl acetate
3-cyclopenten-1-ol
diisopropyl ether

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Materials Chemistry
  • Drug Discovery

Cite this

Significant effect of acyl groups on enantioselectivity in lipase-catalyzed transesterifications. / Ema, Tadashi; Maeno, Soichi; Takaya, Yusuke; Sakai, Takashi; Utaka, Masanori.

In: Tetrahedron Asymmetry, Vol. 7, No. 3, 21.03.1996, p. 625-628.

Research output: Contribution to journalArticle

Ema, Tadashi ; Maeno, Soichi ; Takaya, Yusuke ; Sakai, Takashi ; Utaka, Masanori. / Significant effect of acyl groups on enantioselectivity in lipase-catalyzed transesterifications. In: Tetrahedron Asymmetry. 1996 ; Vol. 7, No. 3. pp. 625-628.
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