A short and efficient synthesis of unnatural (R)-nicotine

被引：33

作者：

Girard, S

Robins, RJ

Villiéras, J

Lebreton, J

机构：

[1] Fac Sci & Tech, CNRS, UMR 6513, Lab Synthese Organ, F-44322 Nantes 3, France

[2] Fac Sci & Tech, CNRS, UMR 6006, Lab Anal Isotop & Electrochim Metab, F-44322 Nantes 3, France

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 48期

关键词：

asymmetric synthesis; alkaloids; allylation; azides; boron and compounds;

D O I：

10.1016/S0040-4039(00)01675-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A short and efficient synthesis of unnatural (R)-nicotine is described, in which the key step is an intramolecular hydroboration-cycloalkylation of an azido-olefin intermediate. The synthesis is achieved in only four steps, with an overall yield of 51% (or in six steps with an overall yield of 65%). (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：9245 / 9249

页数：5

共 34 条

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