Asymmetric synthesis of 1-azaspiro[4.5]decanes via intramolecular dipolar cycloaddition of nitrones containing the bornane-10,2-sultam chiral auxiliary

被引：19

作者：

Bagley, MC ^{[1
]}

Oppolzer, W ^{[1
]}

机构：

[1] Univ Geneva, Dept Chim Organ, CH-1211 Geneva 4, Switzerland

来源：

TETRAHEDRON-ASYMMETRY | 2000年 / 11卷 / 12期

关键词：

D O I：

10.1016/S0957-4166(00)00205-6

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The intramolecular 1,3-dipolar cycloaddition of a cyclic nitrone, prepared by an asymmetric electrophilic enolate hydroxyamination using the (2R)-bornane-10,2-sultam chiral auxiliary, proceeds to give bridged and fused cycloadducts with total diastereocontrol. Reduction of the fused isoxazolidine provides a 1-azaspiro[4.5]-decane as a potential intermediate in the asymmetric synthesis of the cylindricine alkaloids. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：2625 / 2633

页数：9

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