Sex pheromone released as an aerosol by the moth Pyrrharctia isabella

Nature ◽  
1988 ◽  
Vol 333 (6170) ◽  
pp. 263-265 ◽  
Author(s):  
Stuart B. Krasnoff ◽  
Wendell L. Roelofs
Keyword(s):  
Sex Pheromone ◽  
Pyrrharctia Isabella

Convenient Synthesis of (Z)-7- and (E)-9-dodecene-1-yl Acetate, Components of Some Lepidoptera Insect Sex Pheromone

2017 ◽  
Vol 68 (1) ◽  
pp. 180-185
Author(s):  
Adriana Maria Andreica ◽  
Lucia Gansca ◽  
Irina Ciotlaus ◽  
Ioan Oprean
Keyword(s):  
Sex Pheromone ◽  
Coupling Reaction ◽  
Coupling Scheme ◽  
Lithium Aluminium Hydride ◽  
Terminal Alkyne ◽  
Mercury Derivative ◽  
Lithium Aluminium ◽  
Convenient Synthesis ◽  
Practical Synthesis ◽  
Insect Sex

Were developed new and practical synthesis of (Z)-7-dodecene-1-yl acetate and (E)-9-dodecene-1-yl acetate. The routes involve, as the key step, the use of the mercury derivative of the terminal-alkyne w-functionalised as intermediate. The synthesis of (Z)-7-dodecene-1-yl acetate was based on a C6+C2=C8 and C8+C4=C12 coupling scheme, starting from 1,6-hexane-diol. The first coupling reaction took place between 1-tert-butoxy-6-bromo-hexane and lithium acetylide-ethylendiamine complex obtaining 1-tert-butoxy-oct-7-yne, which is transformed in di[tert-butoxy-oct-7-yne]mercury. The mercury derivative was directly lithiated and then alkylated with 1-bromobutane obtaining 1-tert-butoxy-dodec-7-yne. After acetylation and reduction with lithium aluminium hydride of 7-dodecyne-1-yl acetate gave (Z)-7-dodecene-1-yl acetate with 96 % purity. The synthesis of (E)-9-dodecene-1-yl acetate was based on a C8+C2=C10 and C10+C2=C12 coupling scheme, starting from 1,8-octane-diol. The first coupling reaction took place between 1-tert-butoxy-8-bromo-octane and lithium acetylide-ethylendiamine complex obtaining 1-tert-butoxy-dec-9-yne, which is transformed in di[tert-butoxy-dec-9-yne]mercury. The mercury derivative was directly lithiated and then alkylated with 1-bromoethane obtaining 1-tert-butoxy-dodec-9-yne. After reduction with lithium aluminium hydride of 1-tert-butoxy-(E)-9-dodecene and acetylation was obtained (E)-9-dodecene-1-yl acetate with 97 % purity.

Identification of Sex Pheromone of Miltochrista striata (Lepidoptera: Arctiidae)

2019 ◽  
Vol 112 (2) ◽  
pp. 665-670
Author(s):  
Luo Zongxiu ◽  
Cai Xiaoming ◽  
Li Zhaoqun ◽  
Bian Lei ◽  
Xin Zhaojun ◽  
...  
Keyword(s):  
Sex Pheromone

scholarly journals Iridoid Sex Pheromone Biosynthesis in Aphids Mimics Iridoid‐Producing Plants

2021 ◽  
Author(s):  
Suzanne J. Partridge ◽  
David M. Withall ◽  
John C. Caulfield ◽  
John A. Pickett ◽  
Robert A. Stockman ◽  
...  
Keyword(s):  
Sex Pheromone ◽  
Pheromone Biosynthesis ◽  
Sex Pheromone Biosynthesis

scholarly journals Latest Developments in Insect Sex Pheromone Research and Its Application in Agricultural Pest Management

Insects ◽  
2021 ◽  
Vol 12 (6) ◽  
pp. 484
Author(s):  
Syed Arif Hussain Rizvi ◽  
Justin George ◽  
Gadi V. P. Reddy ◽  
Xinnian Zeng ◽  
Angel Guerrero
Keyword(s):  
Sex Pheromone ◽  
Pest Management ◽  
Interdisciplinary Approach ◽  
Pheromone Biosynthesis ◽  
Insect Pheromones ◽  
Agricultural Pest ◽  
Practical Applications ◽  
The Past ◽  
Significant Research ◽  
Recent Developments

Since the first identification of the silkworm moth sex pheromone in 1959, significant research has been reported on identifying and unravelling the sex pheromone mechanisms of hundreds of insect species. In the past two decades, the number of research studies on new insect pheromones, pheromone biosynthesis, mode of action, peripheral olfactory and neural mechanisms, and their practical applications in Integrated Pest Management has increased dramatically. An interdisciplinary approach that uses the advances and new techniques in analytical chemistry, chemical ecology, neurophysiology, genetics, and evolutionary and molecular biology has helped us to better understand the pheromone perception mechanisms and its practical application in agricultural pest management. In this review, we present the most recent developments in pheromone research and its application in the past two decades.

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