DIASTEREOSELECTIVE INTRAMOLECULAR DIELS-ALDER REACTION OF N-ALKOXYCARBONYL-1-AZA-1,3-BUTADIENES AND A TOTAL SYNTHESIS OF THE PIPERIDINE ALKALOID, (+/-)-SEDRIDINE

被引：34

作者：

UYEHARA, T

CHIBA, N

SUZUKI, I

YAMAMOTO, Y

机构：

[1] Department of Chemistry, Tohoku University, Sendai

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 34期

关键词：

HETEROCYCLIC RING SYSTEMS; ALKALOIDS; CYCLOADDITION; DIASTEREOSELECTION; IMINES;

D O I：

10.1016/S0040-4039(00)92173-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Total synthesis of (+/-)-sedridine, the piperidine alkaloid, was accomplished on the basis of diastereoselective intramolecular Diels-Alder reaction of the psi',omega'-unsaturated N-alkoxycarbonyl-1-aza-1,3-butadiene generated in situ from N-trimethylsilyl-1-aza-butadiene and the chloroformate of 4-penten-2-ol.

引用

页码：4371 / 4374

页数：4

共 12 条

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