Fe-Catalyzed Synthesis of (13Z)-Eicos-13-en-10-one, the Main Sex Pheromone Component of Carposina niponensis

(13Z)-Eicos-13-en-10-one, the main sex pheromone component of Carposina niponensis, was synthesized stereoselectively via Fe-catalyzed cross-coupling of ethyl (4Z)-5-chloropent-4-enoate with hexylmagnesiumbromide to give ethyl (4Z)-undec-4-enoate and repeated Fe-catalyzed cross-coupling of its acid...

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Bibliographic Details
Published in:Chemistry of natural compounds 2017, Vol.53 (1), p.128-131
Main Authors: Shakhmaev, R. N., Sunagatullina, A. Sh, Zorin, V. V.
Format: Article
Language:English
Subjects:
Chemical synthesis
Cross coupling
Medicine
Organic Chemistry
Pharmacy
Plant Sciences
Sex
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Summary:(13Z)-Eicos-13-en-10-one, the main sex pheromone component of Carposina niponensis, was synthesized stereoselectively via Fe-catalyzed cross-coupling of ethyl (4Z)-5-chloropent-4-enoate with hexylmagnesiumbromide to give ethyl (4Z)-undec-4-enoate and repeated Fe-catalyzed cross-coupling of its acid chloride with nonylmagnesiumbromide.
ISSN:0009-3130
1573-8388
DOI:10.1007/s10600-017-1925-3