Stereoselective Synthesis of Homofarnesenes: Establishment of an Efficient Method for the Stereoselective Preparation of Acyclic Tetrasubstituted Olefins

Autor:	Liping Guo, Jiaheng Lei, Weihong Liang, Fayang G Qiu, Wenhao Yin
Rok vydání:	2018
Předmět:	010405 organic chemistry General Chemical Engineering General Chemistry Alkylation Grignard reagent 010402 general chemistry 01 natural sciences Carbonyl group Combinatorial chemistry Article 0104 chemical sciences lcsh:Chemistry chemistry.chemical_compound lcsh:QD1-999 chemistry Stereoselectivity
Zdroj:	ACS Omega ACS Omega, Vol 3, Iss 4, Pp 4551-4556 (2018)
ISSN:	2470-1343
DOI:	10.1021/acsomega.8b00439
Popis:	A new method for the stereoselective synthesis of tetrasubstituted olefins is described. β-Ketophosphonates are alkylated via conventional methods, and a Grignard reagent is used to diastereoselectively add to the carbonyl group of the resulting intermediates. The elimination of hydroxyl phosphonates yielded the desired tetrasubstituted olefins in a stereoselective manner. Thus, homofarnesenes of fire ant trail pheromones have been synthesized efficiently using this strategy.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::02d01bd19bfcd4d4e5b9a45f6e0d6681 https://doi.org/10.1021/acsomega.8b00439 Zobrazit plný text záznamu