Syntheses and odour description of cyclopropanated compounds: 4.1 modification of aliphatic dienols

Hiromasa Kiyota; Takafumi Takai; Shigefumi Kuwahara

doi:10.1002/ffj.1171

Syntheses and odour description of cyclopropanated compounds: 4.¹ modification of aliphatic dienols

Hiromasa Kiyota, Takafumi Takai, Shigefumi Kuwahara

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

5 Citations (Scopus)

Abstract

Several long-chain aliphatic dienols used as commercial odourants were modified with cyclopropane rings, and their characteristics were examined. We used commercially available (2E, 4E)-2, 4-decadien-1-ol, (3Z, 6Z)-3, 6-nonadien-1-ol, and (2E, 6Z)-2, 6-nonadien-1-ol as parent compounds. Monocyclopropanation of the two double bonds in each compound resulted in a significant increase of odour quality. However, dicyclopropanated analogues lost their original odour quality and intensity.

Original language	English
Pages (from-to)	100-105
Number of pages	6
Journal	Flavour and Fragrance Journal
Volume	18
Issue number	2
DOIs	https://doi.org/10.1002/ffj.1171
Publication status	Published - 2003 Mar 1

Keywords

Aliphatic dienols
Analogues
Cyclopropanations
Flavours and fragrances

ASJC Scopus subject areas

Food Science
Chemistry(all)

Access to Document

10.1002/ffj.1171

Cite this

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abstract = "Several long-chain aliphatic dienols used as commercial odourants were modified with cyclopropane rings, and their characteristics were examined. We used commercially available (2E, 4E)-2, 4-decadien-1-ol, (3Z, 6Z)-3, 6-nonadien-1-ol, and (2E, 6Z)-2, 6-nonadien-1-ol as parent compounds. Monocyclopropanation of the two double bonds in each compound resulted in a significant increase of odour quality. However, dicyclopropanated analogues lost their original odour quality and intensity.",

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AU - Takai, Takafumi

AU - Kuwahara, Shigefumi

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AB - Several long-chain aliphatic dienols used as commercial odourants were modified with cyclopropane rings, and their characteristics were examined. We used commercially available (2E, 4E)-2, 4-decadien-1-ol, (3Z, 6Z)-3, 6-nonadien-1-ol, and (2E, 6Z)-2, 6-nonadien-1-ol as parent compounds. Monocyclopropanation of the two double bonds in each compound resulted in a significant increase of odour quality. However, dicyclopropanated analogues lost their original odour quality and intensity.

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