HIGH DEGREE OF EXO SELECTIVITY IN IMINO DIELS-ALDER REACTIONS CATALYZED BY TERT-BUTYLDIMETHYLSILYLTRIFLATE

被引：22

作者：

NOGUE, D

PAUGAM, R

WARTSKI, L

机构：

[1] Laboratoire des Carbocycles - associé au C.N.R.S. Institut, Chimie Moléculaire d'Orsay Université de Paris-Sud

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 10期

关键词：

D O I：

10.1016/S0040-4039(00)91597-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diels-Alder reactions of silyloxydiene 1 derived from 1-acetylcyclohexene with imines 2b and 2c occur with high exo selectivity depending upon experimental conditions: exo cycloadducts 3b-c are exclusively formed under kinetic control using tert-butyldimethylsilyltriflate as catalyst. In the presence of AlCl3, under thermodynamic control, high endo selectivity is only observed with 2b.

引用

页码：1265 / 1268

页数：4

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