A versatile stereospecific synthesis of the 1,3-disubstituted benzo [a]quinolizidine framework via 2-aryl substituted pyridines

被引：10

作者：

Van der Eycken, E ^{[1
]}

Deroover, G ^{[1
]}

Toppet, SM ^{[1
]}

Hoornaert, GJ ^{[1
]}

机构：

[1] Katholieke Univ Leuven, Dept Chem, Organ Synth Lab, B-3001 Heverlee, Belgium

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 51期

关键词：

dehalogenation; Diels-Alder reactions; nitrogen heterocycles; pyridines;

D O I：

10.1016/S0040-4039(99)01943-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The stereospecific synthesis of the 1,3-disubstituted benzo[a]quinolizidine 6 is described starting from the easily accessible 3-arylated-6-substituted oxazinone 2. The skeleton is elaborated via an intramolecular aromatic substitution on the alpha-amino aldehyde obtained by treatment of the intermediate piperidine 4 with glycidol and consecutive oxidative cleavage of the diol. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：9147 / 9150

页数：4

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