Concise Total Syntheses of the Lycopodium Alkaloids (±)-Nankakurines A and B via Luciduline

被引：29
|
作者：
Cheng, Xiayun [1 ]
Waters, Stephen P. [1 ]
机构：
[1] Univ Vermont, Dept Chem, Burlington, VT 05405 USA
来源：
ORGANIC LETTERS | 2010年 / 12卷 / 02期
基金：
美国国家科学基金会;
关键词：
DIELS-ALDER REACTIONS; NANKAKURINE-A; METATHESIS; NEURODEGENERATION; HAMILTONII; LIGANDS;
D O I：
10.1021/ol902455y
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Total syntheses of the Lycopodium alkaloids nankakurines A and B have been accomplished in 6 and 7 steps, respectively, via a sequence that passes through a third Lycopodium alkaloid, luciduline, and forgoes the use of protecting groups on nitrogen. Key features include a short preparation of luciduline followed by a concise and stereoselective aminoallylation/ring-closing metathesis protocol to fashion the spiropiperidine ring common to nankakurines A and B.
引用
收藏
页码：205 / 207
页数：3
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