scholarly journals Synthesis of disparlure and monachalure enantiomers from 2,3-butanediacetals

2020 ◽  
Vol 16 ◽  
pp. 616-620
Author(s):  
Adam Drop ◽  
Hubert Wojtasek ◽  
Bożena Frąckowiak-Wojtasek
Keyword(s):  
Gypsy Moth ◽  
Lymantria Dispar ◽  
Sex Pheromones ◽  
Stereoselective Synthesis ◽  
Starting Material ◽  
Lymantria Monacha ◽  
Nun Moth

2,3-Butanediacetal derivatives were used for the stereoselective synthesis of unsymmetrically substituted cis-epoxides. The procedure was applied for the preparation of both enantiomers of disparlure and monachalure, the components of the sex pheromones of the gypsy moth (Lymantria dispar) and the nun moth (Lymantria monacha) using methyl (2S,3R,5R,6R)-3-ethylsulfanylcarbonyl-5,6-dimethoxy-5,6-dimethyl-1,4-dioxane-2-carboxylate as the starting material.

The Presence of Disparlure, the Sex Pheromone of the Gypsy Moth, in the Female Nun Moth

1975 ◽  
Vol 30 (9-10) ◽  
pp. 672-675 ◽  
Author(s):  
B. A. Bierl ◽  
Morton Beroza ◽  
V. E. Adler ◽  
G. Kasang ◽  
D. Schneider ◽  
...  
Keyword(s):  
Sex Pheromone ◽  
Silver Nitrate ◽  
Silica Gel ◽  
Gypsy Moth ◽  
Lymantria Dispar ◽  
Mass Spectra ◽  
Sex Attractant ◽  
Chromatographic Retention ◽  
Nun Moth ◽  
Physical And Chemical

Disparlure, (cis-7,8-epoxy-2-methyloctadecane) the sex attractant of the gypsy moth, Porthetria (Lymantria) dispar, attracts the male nun moth, Lymantria monacha, in the field and is a highly effective olfactory stimulus in electroantennogram (EAG) and single-cell recordings. We have now analyzed the extract of 2000 abdominal tips of the female nun moth. Physical and chemical tests, which included gas-chromatographic retention times, elution volumes from silica gel and silica gel-silver nitrate columns, mass spectra, epoxide functionality, EAG-activity of chromatographic fractions with gypsy moth antennae, presence of disparlure precursor, all indicated that disparlure is present in the extract of nun moth sex glands. The optical activity of the natural disparlure of the two species has not yet been determined. Several authors have reported 1-0 that disparlure,

Olefin Inhibitor of Gypsy Moth, Lymantria dispar, is a Synergistic Pheromone Component of Nun Moth, L. monacha

1996 ◽  
Vol 83 (7) ◽  
pp. 328-330 ◽  
Author(s):  
G. G. Grant ◽  
D. Langevin ◽  
J. Li?ska ◽  
P. Kapitola ◽  
J. M. Chong
Keyword(s):  
Gypsy Moth ◽  
Lymantria Dispar ◽  
Pheromone Component ◽  
Nun Moth

THE EPIPHYSIS OF THE GYPSY MOTH, LYMANTRIA DISPAR (LEPIDOPTERA: LYMANTRIIDAE): STRUCTURE AND FUNCTION

1982 ◽  
Vol 114 (8) ◽  
pp. 751-761 ◽  
Author(s):  
T. M. ODell ◽  
K. S. Shields ◽  
V. C. Mastro ◽  
T. J. Kring
Keyword(s):  
Gypsy Moth ◽  
Lymantria Dispar ◽  
Cellular Structure ◽  
Sex Pheromones ◽  
Structure And Function ◽  
Scanning Electron Micrographs ◽  
Mechanical Function ◽  
Behavioral Studies ◽  
Inner Surface ◽  
And Function

AbstractThe external structure, cellular structure, and function of the tibial epiphysis of the gypsy moth, Lymantria dispar (L.), are described. Scanning electron micrographs and histological preparations indicate that the epiphysis of the male gypsy moth is an efficient antennal comb, but behavioral studies indicate it is not required for either precopulatory stimulation or for orientation to sex pheromones. The acanthae covering the inner surface of the epiphysis appear to have only a mechanical function.

Olefin inhibitor of gypsy moth,Lymantria dispar, is a synergistic pheromone component of nun moth,L. monacha

1996 ◽  
Vol 83 (7) ◽  
pp. 328-330 ◽  
Author(s):  
G. G. Grant ◽  
D. Langevin ◽  
J. Liška ◽  
P. Kapitola ◽  
J. M. Chong
Keyword(s):  
Gypsy Moth ◽  
Lymantria Dispar ◽  
Pheromone Component ◽  
Nun Moth
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