Asymmetric synthesis of both enantiomers of α,α-difluoroeldanolide:: An interesting property of their biological activity

被引:29
作者
Itoh, T [1 ]
Sakabe, K
Kudo, K
Zagatti, P
Renou, M
机构
[1] Okayama Univ, Fac Educ, Dept Chem, Okayama 7008530, Japan
[2] INRA, Unite Phytopharm & Mediateurs Chim, F-78026 Versailles, France
关键词
D O I
10.1016/S0040-4039(98)00661-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of difluorinated analogue of an insect sex pheromone has been accomplished through intramolecular radical cyclization and lipase-catalyzed reaction. Optically active alpha,alpha-difluoroeldanolide and its antipode have been synthesized. Dose-response curves constructed from electroantennogram responses of female moths showed the difluoroanalogues to be-as active as the natural pheromone. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
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页码:4071 / 4074
页数:4
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