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降冰片二烯连接的硝酮的分子内1,3-偶极环加成反应

Intramolecular 1,3-dipolar cycloadditions of norbornadiene-tethered nitrones.

作者信息

Tranmer G K, Tam W

机构信息

Guelph-Waterloo Centre for Graduate Work in Chemistry and Biochemistry, Department of Chemistry and Biochemistry, University of Guelph, Guelph, Ontario, Canada N1G 2W1.

出版信息

J Org Chem. 2001 Jul 27;66(15):5113-23. doi: 10.1021/jo015610b.

Abstract

Efficient routes to the synthesis of norbornadiene-tethered nitrones have been developed, and their intramolecular 1,3-dipolar cycloadditions were studied. The cycloadditions occurred in moderate to good yields for a variety of substrates and were found to be highly regio- and stereoselective, giving single regio- and stereoisomers in most cases.

摘要

已开发出合成降冰片二烯连接的硝酮的有效路线,并对其分子内1,3-偶极环加成反应进行了研究。对于各种底物,环加成反应的产率适中至良好,并且发现具有高度的区域和立体选择性,在大多数情况下生成单一的区域和立体异构体。

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