The α-effect in iminium ion catalysis

被引：48

作者：

Cavill, JL

Elliott, RL

Evans, G

Jones, IL

Platts, JA

Ruda, AM

Tomkinson, NCO

机构：

[1] Cardiff Univ, Sch Chem, Cardiff CF10 3AT, Wales

[2] GlaxoSmithKline Inc, Med Chem, Harlow CM19 5AW, Essex, England

来源：

TETRAHEDRON | 2006年 / 62卷 / 2-3期

基金：

英国工程与自然科学研究理事会;

关键词：

alpha-effect; iminium ion catalysis; DFT calculations;

D O I：

10.1016/j.tet.2005.08.110

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The alpha-effect can be used as an effective means to promote iminium ion catalysed transformations, providing acyclic scaffolds to aid in catalyst design. A thorough investigation of the structure-activity relationship of the catalyst architecture reveals optimal substituents of a disubstituted carbamate and a secondary alkyl group around a hydrazine scaffold. Molecular modelling investigations provide a mechanistic rationale to the results observed. (c) 2005 Elsevier Ltd. All rights reserved.

引用

收藏

页码：410 / 421

页数：12

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