Effect of branching in alkylgroups of tertiary amines on their performance as catalysts in the high pressure promoted Baylis-Hillman reaction

被引：22

作者：

Schuurman, RJW ^{[1
]}

vanderLinden, A ^{[1
]}

Grimbergen, RPF ^{[1
]}

Nolte, RJM ^{[1
]}

Scheeren, HW ^{[1
]}

机构：

[1] CATHOLIC UNIV NIJMEGEN,DEPT ORGAN CHEM,NSR CTR MOL STRUCT DESIGN & SYNTH,6525 ED NIJMEGEN,NETHERLANDS

来源：

TETRAHEDRON | 1996年 / 52卷 / 24期

关键词：

D O I：

10.1016/0040-4020(96)00384-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Receptors 1 were tested as catalysts for the high pressure promoted Baylis-Hillman reaction. Surprisingly most of the compounds were found to be catalytically inactive. With model compounds (simple acyclic tertiary amines) it could be shown that tertiary amines with branches at their alpha-carbon atoms show a remarkable decreased activity. It is proposed that the branches prevent attack of the lone pair of the amine on the double bond of the alkene. This explains why only receptors without this feature are catalytically active. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：8307 / 8314

页数：8

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