Solid-phase Zincke route to pyridinium, tetrahydropyridine, and piperidine derivatives: vesamicol analogs

被引：14

作者：

Eda, M

Kurth, MJ

机构：

[1] Univ Calif Davis, Dept Chem, Davis, CA 95616 USA

[2] Welfide Corp, Osaka 5731153, Japan

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 11期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/S0040-4039(00)02351-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Optically active derivatives of vesamicol are prepared using solid-phase chemistry. Zincke coupling of resin-bound amino ethers (trityl linker) with 2,4-dinitrophenyl pyridinium salts delivers Zincke products which can be (1) liberated from the resin (TFA) or (2) reduced (NaBH4) to tetrahydropyridine derivatives and liberated. Subsequent reduction (H-2/Pd) gives piperidines. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：2063 / 2068

页数：6

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