A practical asymmetric synthesis of 2,6-cis-disubstituted piperidines

被引:41
作者
Ciblat, S
Besse, P
Canet, JL
Troin, Y
Veschambre, H
Gelas, J
机构
[1] Univ Blaise Pascal, Ecole Natl Super Chim Clermont Ferrand, Lab Chim Heterocycles & Glucides, EA 987, F-63174 Aubiere, France
[2] Univ Blaise Pascal, Lab Synth Electrosynth & Etud Syst Interet Biol, CNRS, UMR 6504, F-63177 Aubiere, France
关键词
D O I
10.1016/S0957-4166(99)00226-8
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A highly diastereoselective intramolecular Mannich reaction involving enantiopure alpha-methylamine 7 and achiral aldehydes is employed to prepare enantiomerically pure 2,6-cis-disubstituted piperidines. This methodology provides an efficient and selective route to 2,6-cis-disubstituted piperidines, 2,6-cis-disubstituted 4-piperidones and 2,6-cis-disubstituted 4-piperidinols. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2225 / 2235
页数:11
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