Stereoselective synthesis of multisubstituted alkenes via conformationally labile alkenyllithium species.

Stereoselective synthesis of multisubstituted alkenes via conformationally labile alkenyllithium species.
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DOI:
10.1002/chin.200529081
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发表时间:
2005-02
期刊:
影响因子:
5.2
通讯作者:
S. Yamago;K. Fujita;M. Miyoshi;M. Kotani;J. Yoshida
S. Yamago;K. Fujita;M. Miyoshi;M. Kotani;J. Yoshida
中科院分区:
化学1区
文献类型:
--
作者:
S. Yamago;K. Fujita;M. Miyoshi;M. Kotani;J. Yoshida

文献摘要

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通过快速平衡的链烯基锂物种中的选择性分子内硅迁移,实现了三取代和四取代链烯基硅烷的立体选择性合成。随后的铜和钯介导的偶联与烯丙基和芳基卤化物提供三取代和四取代的烯烃具有完全的立体选择性,具有所有不同的碳取代基。[结构:见正文]
Stereoselective synthesis of tri- and tetrasubstituted alkenylsilanes has been realized by the selective intramolecular silicon migration in the rapidly equilibrating alkenyllithium species. Subsequent copper- and palladium-mediated coupling with allyl and aryl halides provides tri- and tetrasubstituted alkenes possessing all different carbon-substituents with complete stereoselectivity. [structure: see text]