Syntheses and odour descriptions of cyclopropanated compounds 2. Analogues of methyl jasmonate

Hiromasa Kiyota, Takanori Koike, Emi Higashi, Takayuki Oritani

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Analogues of methyl jasmonate bearing a cyclopropane ring were synthesized and their odour characteristics were examined. Cyclopropanation of the pentenyl side chains not only increased the odour intensity, but also gave a mossy mushroom characteristic when compared with the original odour. Modification of the cyclopentanone to fix the cis ring geometry reduced both the quality and intensity of the original odour.

Original languageEnglish
Pages (from-to)267-271
Number of pages5
JournalFlavour and Fragrance Journal
Volume17
Issue number4
DOIs
Publication statusPublished - 2002
Externally publishedYes

Fingerprint

methyl jasmonate
Odors
odors
synthesis
Bearings (structural)
Agaricales
mushrooms
Geometry
Odorants

Keywords

  • Analogues
  • Cyclopropanations
  • Flavours and fragrances
  • Methyl dihydrojasmonate
  • Methyl jasmonate

ASJC Scopus subject areas

  • Food Science
  • Chemistry (miscellaneous)

Cite this

Syntheses and odour descriptions of cyclopropanated compounds 2. Analogues of methyl jasmonate. / Kiyota, Hiromasa; Koike, Takanori; Higashi, Emi; Oritani, Takayuki.

In: Flavour and Fragrance Journal, Vol. 17, No. 4, 2002, p. 267-271.

Research output: Contribution to journalArticle

Kiyota, Hiromasa ; Koike, Takanori ; Higashi, Emi ; Oritani, Takayuki. / Syntheses and odour descriptions of cyclopropanated compounds 2. Analogues of methyl jasmonate. In: Flavour and Fragrance Journal. 2002 ; Vol. 17, No. 4. pp. 267-271.
@article{964ff3c664b144a0a9faff821eff2409,
title = "Syntheses and odour descriptions of cyclopropanated compounds 2. Analogues of methyl jasmonate",
abstract = "Analogues of methyl jasmonate bearing a cyclopropane ring were synthesized and their odour characteristics were examined. Cyclopropanation of the pentenyl side chains not only increased the odour intensity, but also gave a mossy mushroom characteristic when compared with the original odour. Modification of the cyclopentanone to fix the cis ring geometry reduced both the quality and intensity of the original odour.",
keywords = "Analogues, Cyclopropanations, Flavours and fragrances, Methyl dihydrojasmonate, Methyl jasmonate",
author = "Hiromasa Kiyota and Takanori Koike and Emi Higashi and Takayuki Oritani",
year = "2002",
doi = "10.1002/ffj.1094",
language = "English",
volume = "17",
pages = "267--271",
journal = "Flavour and Fragrance Journal",
issn = "0882-5734",
publisher = "John Wiley and Sons Ltd",
number = "4",

}

TY - JOUR

T1 - Syntheses and odour descriptions of cyclopropanated compounds 2. Analogues of methyl jasmonate

AU - Kiyota, Hiromasa

AU - Koike, Takanori

AU - Higashi, Emi

AU - Oritani, Takayuki

PY - 2002

Y1 - 2002

N2 - Analogues of methyl jasmonate bearing a cyclopropane ring were synthesized and their odour characteristics were examined. Cyclopropanation of the pentenyl side chains not only increased the odour intensity, but also gave a mossy mushroom characteristic when compared with the original odour. Modification of the cyclopentanone to fix the cis ring geometry reduced both the quality and intensity of the original odour.

AB - Analogues of methyl jasmonate bearing a cyclopropane ring were synthesized and their odour characteristics were examined. Cyclopropanation of the pentenyl side chains not only increased the odour intensity, but also gave a mossy mushroom characteristic when compared with the original odour. Modification of the cyclopentanone to fix the cis ring geometry reduced both the quality and intensity of the original odour.

KW - Analogues

KW - Cyclopropanations

KW - Flavours and fragrances

KW - Methyl dihydrojasmonate

KW - Methyl jasmonate

UR - http://www.scopus.com/inward/record.url?scp=0036313452&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0036313452&partnerID=8YFLogxK

U2 - 10.1002/ffj.1094

DO - 10.1002/ffj.1094

M3 - Article

VL - 17

SP - 267

EP - 271

JO - Flavour and Fragrance Journal

JF - Flavour and Fragrance Journal

SN - 0882-5734

IS - 4

ER -