Asymmetric [4+2] cycloaddition of cyclopentadiene to N'-tosylimine of N-glyoxyloyl-(2R)-bornane-10,2-sultam

被引：26

作者：

Bauer, T

Szymanski, S

Jezewski, A

Gluzinski, 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：

TETRAHEDRON-ASYMMETRY | 1997年 / 8卷 / 15期

关键词：

D O I：

10.1016/S0957-4166(97)00305-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The first synthesis of the N'-tosylimine of N-glyoxyloyl-(2R)-bornane-10,2-sultam using a modified Holmes method is described. The N'-tosylimine was used as a dienophile in the Lewis acid-catalyzed diastereoselective imino-Diels-Alder reaction with cyclopentadiene to give cycloadducts with good diastereoisomeric excess. The direction of the asymmetric induction depends on the Lewis acid used. (C) 1997 Elsevier Science Ltd.

引用

页码：2619 / 2625

页数：7

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