Stereoselective synthesis of the cis-275B decahydroquinoline ring system

被引：12

作者：

Banner, EJ ^{[1
]}

Stevens, ED ^{[1
]}

Trudell, ML ^{[1
]}

机构：

[1] Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 22期

关键词：

alkaloids; decahydroquinolines; Diels-Alder reaction;

D O I：

10.1016/j.tetlet.2004.03.191

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Diels-Alder precursor was constructed from readily available D-glutamic acid utilizing a series of functional group transformations. The stereocenter of the amino acid provided the desired stereochemistry at C2 and diastereoselectively directed the intramolecular Diels-Alder cyclization. This simultaneously generated the three remaining stereocenters and yielded a bicyclic intermediate with all four stereocenters of the target decahydroquinoline 275B. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：4411 / 4414

页数：4

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