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
收藏
页码：9245 / 9249
页数：5
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