Influence of Lewis acids on the [4+2] cycloaddition of N,N′-fumaroylbis[(2R)-bornane-10,2-sultam] to cyclopentadiene and application to various dienes

被引：15

作者：

Bauer, T

Chapuis, C

Kucharska, A

Rzepecki, P

Jurczak, J

机构：

[1] Univ Warsaw, Dept Chem, PL-02093 Warsaw, Poland

[2] Polish Acad Sci, Inst Organ Chem, PL-01224 Warsaw, Poland

来源：

HELVETICA CHIMICA ACTA | 1998年 / 81卷 / 02期

关键词：

D O I：

10.1002/hlca.19980810213

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Among seventeen different Lewis acids, TiCl4 was found to be the best catalyst for the [4 + 2] cycloaddition of cyclopentadiene to N,N'-fumaroylbis[(2R)-bornane-10,2-sultam] ((-).1). Independently of the TiCl4 molar concentration, almost constant and complete (98-89 % d.e.) diastereofacial pi-selection was achieved in the Diels-Alder addition of (-).1 to cyclopentadiene, cyclohexadiene, isoprene, and 2,3-dimethylbuta-1,3-diene.

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页码：324 / 329

页数：6

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