78617-58-0Relevant articles and documents
Omega-halo-2-alkynal, method for producing same, and method for producing conjugated Z-alken-yn-yl acetate using same
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Paragraph 0063; 0064, (2014/10/28)
Provided is a method for industrially producing a conjugated Z-alken-yn-yl acetate such as Z-13-hexadecen-11-yn-yl acetate which is a sex pheromone component of a pine processionary moth, and an intermediate for the conjugated Z-alken-yn-yl acetate under mild conditions at a high yield. More specifically, provided is a method for producing a conjugated Z-alken-yn-yl acetate (5) comprising the steps of: reacting an ω-halo-2-alkynal (1) with an alkylidene triphenylphosphorane (3) through a Wittig reaction to obtain a conjugated Z-alken-yn-yl halide (4), and acetoxylating the conjugated Z-alken-yn-yl halide (4) into a conjugated Z-alken-yn-yl acetate (5).
A STEREOSELECTIVE SYNTHESIS OF (Z)-13-HEXADECEN-11-YNYL ACETATE, THE SEX PHEROMONE OF Thaumetopoea pityocampa (LEPIDOPTERA, NOTODONTIDAE)
Cardillo, Giuliana,Cugola, Alfredo,Orena, Mario,Sandri, Sergio
, p. 231 - 234 (2007/10/02)
(Z)-13-Hexadecen-11-ynyl acetate, 1, the sex pheromone of Thaumetopoea pityocampa, has been synthesized stereospecifically, starting from anion of 3--1-hexyne, 8, which was alkylated with 10-iodo-1-decane; the intermediate diol 2, obtained upon removal of the protecting groups was stereoselectively dehydrated with KHSO4.
SYNTHESIS OF THE TWO ISOMERS OF THE POTENTIAL SEX PHEROMONE OF THAUMETOPOEA PITYOCAMPA (LEPIDOPTERA, NOTODONTIDAE) AND RELATED MODEL COMPOUNDS
Camps, Francisco,Coll, Jose,Canela, Ramon,Guerrero, Angel,Riba, Magi
, p. 703 - 706 (2007/10/02)
The synthesis of the major component of the sex pheromone secretion of the processionary moth, Thaumetopoea pityocampa (Denis and Schiff.) (Lepidoptera, Notodontidae), (Z)-13-hexadecen-11-ynyl acetate (1), the corresponding (E)-isomer (2) and the four structurally related model compounds (Z/E,Z,Z)-5,9,13-hexadecatrienyl acetate (3), (Z/E,Z,Z)-3,7,11-hexadecatrienyl acetate (4), (Z/E,E,Z)-7,9,13-hexadecatrienyl acetate (5) and (Z)-7-hexadecen-5-ynyl acetate (6) is described.