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芳环与环氧化合物和氮丙啶基烯基硅烷的非对映选择性分子内(4+3)环加成反应。

Dearomative Intramolecular (4+3) Cycloadditions of Arenes with Epoxy and Aziridinyl Enolsilanes.

机构信息

Department of Chemistry and State Key Laboratory of Synthetic Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, P.R. China.

Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, P.R. China.

出版信息

Angew Chem Int Ed Engl. 2017 Jul 17;56(30):8879-8882. doi: 10.1002/anie.201704155. Epub 2017 Jun 21.

Abstract

An intramolecular (4+3) cycloaddition of epoxy and aziridinyl enolsilanes with benzene, naphthalene, and anthracene derivatives is reported. Highly functionalized polycyclic alcohols and amines are generated under relatively mild reaction conditions with yields up to 89 %. Optically enriched cycloadducts are obtained from cycloadditions of enantiomerically pure epoxides and aziridines.

摘要

报道了环氧和氮丙啶烯醇硅烷与苯、萘和蒽衍生物的分子内(4+3)环加成反应。在相对温和的反应条件下,高达 89%的产率生成了高度官能化的多环醇和胺。通过对映体纯环氧化物和氮丙啶的环加成反应,得到了光学富集的环加成产物。

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