Stereoselective synthesis of (Z)-13-hexadecen-11-yn-1-yl acetate, the major component of the sex pheromone of the pine processionary moth (Thaumetopoea pityocampa)

A. Shani; J. T. Klug; J. Skorka

doi:10.1007/BF00987810

Stereoselective synthesis of (Z)-13-hexadecen-11-yn-1-yl acetate, the major component of the sex pheromone of the pine processionary moth (Thaumetopoea pityocampa)

A. Shani, J. T. Klug, J. Skorka

Department of Chemistry

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

13 Scopus citations

Abstract

A short and stereoselective synthesis of (Z)-13-hexadecen-1 1-yn-1-yl acetate is described. The main feature is a low-temperature Wittig reaction of a triphenylpropylphosphonium bromide with a long-chain alkylated propargyl aldehyde.

Original language	English
Pages (from-to)	863-867
Number of pages	5
Journal	Journal of Chemical Ecology
Volume	9
Issue number	7
DOIs	https://doi.org/10.1007/BF00987810
State	Published - 1 Jul 1983

Keywords

(Z)-13-Hexadecen-11-yn-1-yl acetate
Lepidoptera
Notodontidae
Thaumetopoea wilkinsoni
Thaumetopoeapityocampa
biological activity
ester
pine processionary moth
sex pheromone
synthesis

ASJC Scopus subject areas

Ecology, Evolution, Behavior and Systematics
Biochemistry

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10.1007/BF00987810

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title = "Stereoselective synthesis of (Z)-13-hexadecen-11-yn-1-yl acetate, the major component of the sex pheromone of the pine processionary moth (Thaumetopoea pityocampa)",

abstract = "A short and stereoselective synthesis of (Z)-13-hexadecen-1 1-yn-1-yl acetate is described. The main feature is a low-temperature Wittig reaction of a triphenylpropylphosphonium bromide with a long-chain alkylated propargyl aldehyde.",

keywords = "(Z)-13-Hexadecen-11-yn-1-yl acetate, Lepidoptera, Notodontidae, Thaumetopoea wilkinsoni, Thaumetopoeapityocampa, biological activity, ester, pine processionary moth, sex pheromone, synthesis",

author = "A. Shani and Klug, {J. T.} and J. Skorka",

year = "1983",

month = jul,

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doi = "10.1007/BF00987810",

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volume = "9",

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journal = "Journal of Chemical Ecology",

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T1 - Stereoselective synthesis of (Z)-13-hexadecen-11-yn-1-yl acetate, the major component of the sex pheromone of the pine processionary moth (Thaumetopoea pityocampa)

AU - Shani, A.

AU - Klug, J. T.

AU - Skorka, J.

PY - 1983/7/1

Y1 - 1983/7/1

N2 - A short and stereoselective synthesis of (Z)-13-hexadecen-1 1-yn-1-yl acetate is described. The main feature is a low-temperature Wittig reaction of a triphenylpropylphosphonium bromide with a long-chain alkylated propargyl aldehyde.

AB - A short and stereoselective synthesis of (Z)-13-hexadecen-1 1-yn-1-yl acetate is described. The main feature is a low-temperature Wittig reaction of a triphenylpropylphosphonium bromide with a long-chain alkylated propargyl aldehyde.

KW - (Z)-13-Hexadecen-11-yn-1-yl acetate

KW - Lepidoptera

KW - Notodontidae

KW - Thaumetopoea wilkinsoni

KW - Thaumetopoeapityocampa

KW - biological activity

KW - ester

KW - pine processionary moth

KW - sex pheromone

KW - synthesis

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U2 - 10.1007/BF00987810

DO - 10.1007/BF00987810

M3 - Article

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SN - 0098-0331

VL - 9

SP - 863

EP - 867

JO - Journal of Chemical Ecology

JF - Journal of Chemical Ecology

IS - 7

ER -

Stereoselective synthesis of (Z)-13-hexadecen-11-yn-1-yl acetate, the major component of the sex pheromone of the pine processionary moth (Thaumetopoea pityocampa)

Abstract

Keywords

ASJC Scopus subject areas

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