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通过氮杂环丙烷和全氟烯烃的 Ru(II)催化 C-H 活化及偶联反应实现区域和立体选择性构建稠合异恶唑烷

Regio- and Diastereoselective Access to Fused Isoxazolidines via Ru(II)-Catalyzed C-H Activation of Nitrones and Coupling with Perfluoroalkylolefins.

机构信息

Dalian Institute of Chemical Physics, Chinese Academy of Sciences , Dalian 116023, China.

University of Chinese Academy of Sciences , Beijing 100049, China.

出版信息

Org Lett. 2018 Jan 19;20(2):437-440. doi: 10.1021/acs.orglett.7b03775. Epub 2018 Jan 9.

Abstract

The synthsis of fluorinated isoxazolidines in bicyclic settings has been realized via Ru(II)-catalyzed C-H activation of aryl nitrones with perfluoroalkyl-substituted olefins as the coupling partner. The reaction proceeded via initial chelation-assisted C(aryl)-H allylation followed by regio- and diastereoselective intramolecular dipolar addition between the nitrone directing group and the olefin unit.

摘要

通过 Ru(II)催化的芳基硝酮与全氟烷基取代烯烃的 C-H 活化,实现了双环中环氟异恶唑烷的合成。该反应通过初始螯合辅助的 C(芳基)-H 烯丙基化反应进行,然后是硝酮导向基团和烯烃单元之间的区域和立体选择性的分子内偶极加成。

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