Syntheses and odor descriptions of cyclopropanated compounds part 5. Analogs of methyl jasmonate to fix the relative configuration of the two side chains

Hiromasa Kiyota; Shin Ya Takigawa; Shigefumi Kuwahara

doi:10.1002/hlca.200490164

Syntheses and odor descriptions of cyclopropanated compounds part 5. Analogs of methyl jasmonate to fix the relative configuration of the two side chains

Hiromasa Kiyota, Shin Ya Takigawa, Shigefumi Kuwahara

AGR - Bioscience and Biotechnology for Future Bioindustries

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

10 Citations (Scopus)

Abstract

Analogs of methyl jasmonate (=methyl (1R*,2R*)-3-oxo-2-[(Z)- pent-2-enyl]cyclopentaneacetate; MJA) bearing a cyclopropane ring, double bond, or a F-substituent were synthesized, and their odor characteristics were examined. Most of the analogs with the same stereochemical properties as methyl epijasmonate showed odor properties superior to MJA. Interestingly, the enol acetate of MJA had a diffusive orchid-like note.

Original language	English
Pages (from-to)	1854-1859
Number of pages	6
Journal	Helvetica Chimica Acta
Volume	87
Issue number	7
DOIs	https://doi.org/10.1002/hlca.200490164
Publication status	Published - 2004 Aug 24

ASJC Scopus subject areas

Catalysis
Biochemistry
Drug Discovery
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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10.1002/hlca.200490164

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Syntheses and odor descriptions of cyclopropanated compounds part 5. Analogs of methyl jasmonate to fix the relative configuration of the two side chains

Abstract

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