Synthesis of the racemate of (Z)-exo-α-bergamotenal, a pheromone component of the white-spotted spined bug, eysarcoris parvus uhler

Babak Heidary Alizadeh; Shigefumi Kuwahara; Walter Soares Leal; Hong Chao Men

doi:10.1271/bbb.66.1415

Synthesis of the racemate of (Z)-exo-α-bergamotenal, a pheromone component of the white-spotted spined bug, eysarcoris parvus uhler

Babak Heidary Alizadeh, Shigefumi Kuwahara, Walter Soares Leal, Hong Chao Men

AGR - Agricultural Chemistry

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

4 Citations (Scopus)

Abstract

The racemate of (Z)-exo-α-bergamotenal, a sex pheromone component of the white-spotted spined bug, was synthesized from racemic exo-α-bergamotene by a five-step sequence involving regioselective epoxidation and (Z)-selective Wittig olefination reactions. The ¹H- and ¹³C-NMR spectra of the synthetic sample were identical with those of the natural material.

Original language	English
Pages (from-to)	1415-1418
Number of pages	4
Journal	Bioscience, Biotechnology and Biochemistry
Volume	66
Issue number	6
DOIs	https://doi.org/10.1271/bbb.66.1415
Publication status	Published - 2002 Jan 1

Keywords

Bergamotenal
Eysarcoris parvus
Pheromone
Sesquiterpene
White-spotted spined bug

ASJC Scopus subject areas

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

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10.1271/bbb.66.1415

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AU - Leal, Walter Soares

AU - Men, Hong Chao

PY - 2002/1/1

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AB - The racemate of (Z)-exo-α-bergamotenal, a sex pheromone component of the white-spotted spined bug, was synthesized from racemic exo-α-bergamotene by a five-step sequence involving regioselective epoxidation and (Z)-selective Wittig olefination reactions. The 1H- and 13C-NMR spectra of the synthetic sample were identical with those of the natural material.

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KW - Pheromone

KW - Sesquiterpene

KW - White-spotted spined bug

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Synthesis of the racemate of (Z)-exo-α-bergamotenal, a pheromone component of the white-spotted spined bug, eysarcoris parvus uhler

Abstract

Keywords

ASJC Scopus subject areas

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