Recognition-mediated facilitation of a disfavored Diels-Alder reaction

被引：25

作者：

Bennes, R ^{[1
]}

Philp, D ^{[1
]}

Spencer, N ^{[1
]}

Kariuki, BM ^{[1
]}

Harris, KDM ^{[1
]}

机构：

[1] Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 07期

关键词：

D O I：

10.1021/ol9908880

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The rational design of a system which is capable of accelerating and facilitating a thermodynamically disfavored Diets-Alder cycloaddition between a furan and a maleimide is presented. The origins of the acceleration and facilitation of the cycloaddition reaction are traced by kinetic studies-allied to results from H-1 NMR spectroscopy and X-ray crystallography-to the formation of strong intramolecular hydrogen bonds in the cycloadduct.

引用

页码：1087 / 1090

页数：4

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