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
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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