Stereoselective synthesis of (6Z,9Z)-6,9-nonadecadiene and (6Z,9Z)-6,9-heneicosadiene, sex pheromones of Bupalus piniarius and Utethesia ornatrix

Autor:	Mohammad A. Huq, Madan L. Sharma, A. Sabharwal, Goverdhan L. Kad, V. Dogra, O. P. Vig, Sanjiv Sharma
Rok vydání:	1990
Předmět:	chemistry.chemical_classification chemistry.chemical_compound Bupalus piniarius Diene chemistry Double bond Stereochemistry Sex pheromone Organic chemistry Pheromone Stereoselectivity General Chemistry Gland secretion
Zdroj:	Collection of Czechoslovak Chemical Communications. 55:2252-2256
ISSN:	1212-6950 0010-0765
DOI:	10.1135/cccc19902252
Popis:	Electroantennogram active C19and C21-dienes, (6Z, 9Z)-6,9-nonadecadiene (I) and (6Z, 9Z)-6,9-heneicosadiene (II) have been isolated from the sex attractant gland secretion of female mohts Bupa/us piniarius and Utethesia ornatrix by Bestmann et aU and Meinwald et aI.2 •3 . The presence of two cis double bonds at C-6 and C-9 are the important structural features of these diene systems. Literature3 5 records syntheses of I and II leading to low yields. Herein, we report simple and stereoselective syntheses of I and II in good yields (see Scheme 1).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::6aa37c3464a0891df8160972fc2a2f7f https://doi.org/10.1135/cccc19902252 Zobrazit plný text záznamu