Intramolecular carbolithiation of N-allyl-N-2-lithioallylamines:: effect of the allyl moiety

被引:5
作者
Barluenga, J
Fañanás, FJ
Sanz, R
Fernández, Y
机构
[1] CSIC, Unidad Asociada, Inst Quim Organomet Enrique Moles, Oviedo 33071, Spain
[2] Univ Burgos, Fac Ciencias, Area Quim Organ, Dept Quim, Burgos 09001, Spain
关键词
organolithium compounds; carbolithiation; pyrrolidines; hexahydroindoles;
D O I
10.1016/j.crci.2004.02.015
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The preparation of new N-2-bromoallyl-N-(3-functionalized)allylamines and the intramolecular carbolithiation reactions of the corresponding organolithiums generated by bromine-lithium exchange are reported. The effect of the substituent at the terminal position of the allyl moiety is studied. This methodology allows the efficient synthesis of a variety of interesting functionalized pyrrolidine and hexahydroindole derivatives from simple starting materials. (C) 2004 Academie des sciences. Published by Elsevier SAS. All rights reserved.
引用
收藏
页码:855 / 864
页数:10
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