Dearomatization of N-phenyl-2,6-dialkylpiperidines:: Practical synthesis of (±)-solenopsin A and (±)-dihydropinidine

被引：20

作者：

Girard, N

Gautier, C

Malassene, R

Hurvois, JP

Moinet, C

Toupet, L

机构：

[1] Univ Rennes 1, Inst Chim, UMR 6509, Lab Electrochim, F-35042 Rennes, France

[2] Univ Rennes 1, Grp Mat Condensee Mat, F-35042 Rennes, France

来源：

SYNLETT | 2004年 / 11期

关键词：

alkaloids; carbanions; diastereoselectivity; lithium; piperidines;

D O I：

10.1055/s-2004-830884

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The fire ant venom alkaloid (+/-)-solenopsin A was prepared in 4 steps (34%) starting from the N-phenyl-2-undecyl piperidine (1c). The key step in this synthesis involved the dearomatization of the phenyl group of N-phenyl-2-methyl-6-undecyl-piperidine (9c), which was carried out under Birch conditions.

引用

页码：2005 / 2009

页数：5

共 38 条

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