ChemInform Abstract: A Simple and Short Synthesis of (Z)-13-Eicosen-10-one (V), the Sex Pheromone of the Peach Fruit Moth.

ChemInform ◽  
1990 ◽  
Vol 21 (36) ◽  
Author(s):  
S.-K. KANG ◽  
D.-H. LEE
Keyword(s):  
Sex Pheromone ◽  
Peach Fruit ◽  
Short Synthesis

Sex Pheromone Composition and Male Trapping of the Peach Fruit Moth, Carposina sasakii (Matsumura) (Lepidoptera: Carposinidae) in Korea

2000 ◽  
Vol 3 (2) ◽  
pp. 83-88 ◽  
Author(s):  
Kyeung Sik Han ◽  
Jin Kyo Jung ◽  
Kyung Hee Choi ◽  
Sun Won Lee ◽  
Kyung Saeng Boo
Keyword(s):  
Sex Pheromone ◽  
Peach Fruit ◽  
Pheromone Composition ◽  
Carposina Sasakii

Versatile Enantioselective Synthesis of Four Diastereomers of Serricornin, a Sex Pheromone of the Cigarette Beetle, Using the SAMP/RAMP-Hydrazone Method

2000 ◽  
Vol 65 (4) ◽  
pp. 524-538 ◽  
Author(s):  
Andreas Job ◽  
René Nagelsdiek ◽  
Dieter Enders
Keyword(s):  
Sex Pheromone ◽  
Enantioselective Synthesis ◽  
Starting Material ◽  
Lasioderma Serricorne ◽  
Diethyl Ketone ◽  
Cigarette Beetle ◽  
Stereogenic Centers ◽  
Short Synthesis ◽  
Derivatives Of

Serricornin is a female-produced sex pheromone of the cigarette beetle (Lasioderma serricorne), which is a pest of dried foodstuffs and tobacco. We report a versatile and short synthesis of all possible 6,7-syn-isomers of serricornin, including the natural isomer. Starting from the SAMP and RAMP derivatives of diethyl ketone we obtained four different enantiopure and diastereomerically pure serricornins. The main advantage of this method is that only a single kind of chiral starting material is needed for the construction of three stereogenic centers. During the synthesis further useful intermediates including (R)- and (S)-1-benzyloxy-2-methylpentan-3-one (4) and (2S,3R)- and (2R,3S)-1-iodo-3-(methoxy- methoxy)-2-methylpentane (9) were obtained.

Synthesis of (Z)-7-Eicosen-11-one and (Z)-7-Nonadecen-11-one, the Sex Pheromone of Peach Fruit Moth

1981 ◽  
Vol 45 (2) ◽  
pp. 439-442 ◽  
Author(s):  
Yoshinobu Naoshima ◽  
Mitsugu Kawakubo ◽  
Shoji Wakabayashi ◽  
Shûichi Hayashi
Keyword(s):  
Sex Pheromone ◽  
Peach Fruit
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