Sex Pheromone of the Pine Sawfly Macrodiprion nemoralis (Hymenoptera?:?Diprionidae): Identification of (2 S ,3 R ,7 R ,9 S )-3,7,9-Trimethyl-2-tridecanol as the Precursor for the Active Pheromone Acetate

2000 ◽  
Vol 87 (1) ◽  
pp. 24-29 ◽  
Author(s):  
A.-B. Wassgren ◽  
G. Bergstr�m ◽  
A. Sierpinski ◽  
O. Anderbrant ◽  
H.-E. H�gberg ◽  
...  
Keyword(s):  
Sex Pheromone ◽  
Pine Sawfly ◽  
Macrodiprion Nemoralis

scholarly journals Sex Pheromone of the Pine Sawfly, Macrodiprion nemoralis. Stereoselective Synthesis of the Sixteen Stereoisomers of 3,7,9-Trimethyl-2-tridecyl Acetate.

1999 ◽  
Vol 53 ◽  
pp. 620-630 ◽  
Author(s):  
Staffan Karlsson ◽  
Erik Hedenström ◽  
Luis Lezama ◽  
María I. Arriortua ◽  
Margareta Björkman ◽  
...  
Keyword(s):  
Sex Pheromone ◽  
Stereoselective Synthesis ◽  
Pine Sawfly ◽  
Macrodiprion Nemoralis

scholarly journals CONTRIBUTION OF UFA SCIENTISTS TO THE CHEMISTRY OF OPTICALLY ACTIVE SEX PHEROMONE OF PINE SAWFLIES

ÈKOBIOTEH ◽  
2020 ◽  
Vol 3 (4) ◽  
pp. 634-642
Author(s):  
M.P. Yakovleva ◽  
◽  
V.A. Vydrina ◽  
N.M. Ishmuratova ◽  
G.Yu. Ishmuratov ◽  
...  
Keyword(s):  
Sex Pheromone ◽  
Optically Active ◽  
Safe Method ◽  
Coniferous Trees ◽  
Pine Sawfly ◽  
Pine Sawflies ◽  
Environmentally Safe ◽  
Asymmetric Carbon ◽  
Optical Centre

Pine sawflies of the genera Neodiprion, Diprion and Gilpinia (Diprionidae) are malignant and economically important pests of coniferous trees. The most effective and environmentally safe method of controlling and regulating the number of pine sawflies is the use in traps of synthetically obtained sex feromone, identified for its different species as acetates and propionates of 3,7-dimethyl-2-pentadecan-2-ol (diprionol) in the form of various stereoisomeric forms due to the presence of three asymmetric carbon atoms. At the same time, it was noted that the 2S configuration of the optical centre of the erythro-isomerium is crucial for the stereochemistry of the sex pheromone of pine sawflies. The article presents the results of research of the laboratory of insect bioregulators of the Ufa Institute of chemistry of the UFIC RAS in the field of synthesis of optically active pine Sawfly pheromone, its stereoisomers and analogues based on (S)-(+)-dihydromircene and (-)-mentolactone obtained from available natural monoterpenes – (+)-α-pinene and l-menthol, respectively.

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