The asymmetric ene reaction of N-glyoxyloyl-(2R)-bornane-10,2-sultam with 1-pentene and 1-hexene

被引：23

作者：

Jezewski, A

Chajewska, K

Wielogorski, Z

Jurczak, J

机构：

[1] POLISH ACAD SCI,INST ORGAN CHEM,PL-01224 WARSAW,POLAND

[2] WARSAW UNIV,DEPT CHEM,PL-02093 WARSAW,POLAND

来源：

TETRAHEDRON-ASYMMETRY | 1997年 / 8卷 / 11期

关键词：

D O I：

10.1016/S0957-4166(97)00130-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The asymmetric ene reaction of N-glyoxyloyl-(2R)-bornane-10,2-sultarn 2 and its hemiacetal 3 with I-pentene 4 and I-hexene 5 in the presence of Lewis acids is reported. All the ene reactions studied led to diastereoisomeric mixtures of olefins 6 and 7 or 8 and 9, with predominance of products of the (S) absolute configuration on the newly formed stereogenic center. The absolute configuration (via X-ray analysis of 6 and chemical correlation) and the extent of asymmetric induction were established. Stereochemical models are proposed. (C) 1997 Elsevier Science Ltd.

引用

页码：1741 / 1749

页数：9

共 27 条

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