Enzymatic resolution of (±)-epoxy-β-cyclogeraniol, a synthetic precursor for abscisic acid analogs

Ryou Okazaki; Hiromasa Kiyota; Takayuki Oritani

doi:10.1271/bbb.64.1444

Enzymatic resolution of (±)-epoxy-β-cyclogeraniol, a synthetic precursor for abscisic acid analogs

Ryou Okazaki, Hiromasa Kiyota, Takayuki Oritani

Research output: Contribution to journal › Article

9 Citations (Scopus)

Abstract

Lipase-catalyzed optical resolution of (±)-epoxy-β-cyclogeraniol (1), a key synthetic intermediate for epoxy-β-ionylideneacetic acid, was achieved in high enantiomeric purity. Transesterification with vinyl acetate by using lipase P (Nagase) made enriched (-)-1, while hydrolysis of the corresponding acetate by using lipase P (Amano) afforded (+)-1 with a high E value (E=1600).

Original language	English
Pages (from-to)	1444-1447
Number of pages	4
Journal	Bioscience, Biotechnology and Biochemistry
Volume	64
Issue number	7
DOIs	https://doi.org/10.1271/bbb.64.1444
Publication status	Published - Jan 1 2000
Externally published	Yes

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Keywords

Abscisic acid
Epoxy-β-cyclogeraniol
Epoxy-β-ionylideneacetic acid
Lipase
Transesterification

ASJC Scopus subject areas

Biotechnology
Analytical Chemistry
Biochemistry
Applied Microbiology and Biotechnology
Molecular Biology
Organic Chemistry

Cite this

Okazaki, R., Kiyota, H., & Oritani, T. (2000). Enzymatic resolution of (±)-epoxy-β-cyclogeraniol, a synthetic precursor for abscisic acid analogs. Bioscience, Biotechnology and Biochemistry, 64(7), 1444-1447. https://doi.org/10.1271/bbb.64.1444

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10.1271/bbb.64.1444