Anodic cyanation of C-4 hydroxylated piperidines:: total synthesis of (±)-alkaloid 241D

被引：31

作者：

Girard, Nicolas ^{[1
]}

Hurvois, Jean-Pierre ^{[1
]}

机构：

[1] Univ Rennes 1, Lab Elect Chim & Catalyse, UMR 6226, F-35042 Rennes, France

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 23期

关键词：

alkaloids; piperidines; anodic cyanation; electrochemistry; alpha-aminonitriles;

D O I：

10.1016/j.tetlet.2007.04.010

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A stereospecific synthesis of dendrobates (+/-)-alkaloid 241D is described. Key steps in this approach involved the stepwise electrochemical synthesis of C-4 substituted alpha-aminonitriles and their alkylation with iodomethane and 1-bromononane, respectively. The N-aryl group was removed in the last step through a Birch dearomatization followed by the hydrolysis of the intermediate dienamines. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：4097 / 4099

页数：3

共 20 条

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