Recognition-induced control of a Diels-Alder cycloaddition

被引：44

作者：

Robertson, A ^{[1
]}

Philp, D ^{[1
]}

Spencer, N ^{[1
]}

机构：

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

来源：

TETRAHEDRON | 1999年 / 55卷 / 37期

基金：

英国生物技术与生命科学研究理事会; 英国工程与自然科学研究理事会;

关键词：

furans; cycloaddition; kinetics; molecular recognition;

D O I：

10.1016/S0040-4020(99)00633-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The rational design of systems which are capable of accelerating and/or controlling the stereochemical outcome of the Diels-Alder cycloaddition reaction between a furan and a maleimide is presented. The origins of the acceleration and control of the cycloaddition reactions are traced by kinetic studies - allied to molecular mechanics calculations - to the formation of complexes in which the dienes and the dieneophiles are placed in the appropriate arrangements for reaction, and, more importantly, to the formation of intramolecular hydrogen bonds in the cycloadducts. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：11365 / 11384

页数：20

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