Lipase-catalyzed preparation of optically active isomers of cyclamen aldehyde

Masashi Kawasaki; Michimasa Goto; Dawei Hu; Naoki Toyooka; Tadashi Kometani

doi:10.1016/j.molcatb.2013.06.007

Lipase-catalyzed preparation of optically active isomers of cyclamen aldehyde

Masashi Kawasaki^*, Michimasa Goto, Dawei Hu, Naoki Toyooka, Tadashi Kometani

^*Corresponding author for this work

Life Sciences and Bioengineering

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

11 Scopus citations

Abstract

The optically active isomers of cyclamen aldehyde 1a were synthesized from a chiral intermediate prepared by lipase-catalyzed enantioselective transesterification of a prochiral diol with vinyl acetate. The absolute configuration of the enantiomer of 1a with dextrorotatory in chloroform was determined to be (S)-configuration. The results of an olfactory evaluation of the prepared isomers are also reported.

Original language	English
Pages (from-to)	27-33
Number of pages	7
Journal	Journal of Molecular Catalysis B: Enzymatic
Volume	96
DOIs	https://doi.org/10.1016/j.molcatb.2013.06.007
State	Published - 2013

Keywords

Asymmetric synthesis
Cyclamen aldehyde
Fragrance
Lipase

ASJC Scopus subject areas

Catalysis
Bioengineering
Biochemistry
Process Chemistry and Technology

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10.1016/j.molcatb.2013.06.007

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title = "Lipase-catalyzed preparation of optically active isomers of cyclamen aldehyde",

abstract = "The optically active isomers of cyclamen aldehyde 1a were synthesized from a chiral intermediate prepared by lipase-catalyzed enantioselective transesterification of a prochiral diol with vinyl acetate. The absolute configuration of the enantiomer of 1a with dextrorotatory in chloroform was determined to be (S)-configuration. The results of an olfactory evaluation of the prepared isomers are also reported.",

keywords = "Asymmetric synthesis, Cyclamen aldehyde, Fragrance, Lipase",

author = "Masashi Kawasaki and Michimasa Goto and Dawei Hu and Naoki Toyooka and Tadashi Kometani",

year = "2013",

doi = "10.1016/j.molcatb.2013.06.007",

language = "英語",

volume = "96",

pages = "27--33",

journal = "Journal of Molecular Catalysis B: Enzymatic",

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T1 - Lipase-catalyzed preparation of optically active isomers of cyclamen aldehyde

AU - Kawasaki, Masashi

AU - Goto, Michimasa

AU - Hu, Dawei

AU - Toyooka, Naoki

AU - Kometani, Tadashi

PY - 2013

Y1 - 2013

N2 - The optically active isomers of cyclamen aldehyde 1a were synthesized from a chiral intermediate prepared by lipase-catalyzed enantioselective transesterification of a prochiral diol with vinyl acetate. The absolute configuration of the enantiomer of 1a with dextrorotatory in chloroform was determined to be (S)-configuration. The results of an olfactory evaluation of the prepared isomers are also reported.

AB - The optically active isomers of cyclamen aldehyde 1a were synthesized from a chiral intermediate prepared by lipase-catalyzed enantioselective transesterification of a prochiral diol with vinyl acetate. The absolute configuration of the enantiomer of 1a with dextrorotatory in chloroform was determined to be (S)-configuration. The results of an olfactory evaluation of the prepared isomers are also reported.

KW - Asymmetric synthesis

KW - Cyclamen aldehyde

KW - Fragrance

KW - Lipase

UR - http://www.scopus.com/inward/record.url?scp=84880184361&partnerID=8YFLogxK

U2 - 10.1016/j.molcatb.2013.06.007

DO - 10.1016/j.molcatb.2013.06.007

M3 - 学術論文

AN - SCOPUS:84880184361

SN - 1381-1177

VL - 96

SP - 27

EP - 33

JO - Journal of Molecular Catalysis B: Enzymatic

JF - Journal of Molecular Catalysis B: Enzymatic

ER -

Lipase-catalyzed preparation of optically active isomers of cyclamen aldehyde

Abstract

Keywords

ASJC Scopus subject areas

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