Metal-catalysed radical cyclisations leading to N-heterocycles:: new approaches to gabapentin and pulchellalactam

被引：60
作者：
Bryans, JS
Chessum, NEA
Huther, N
Parsons, AF
Ghelfi, F
机构：
[1] Univ York, Dept Chem, Heslington YO10 5DD, N Yorkshire, England
[2] Univ Modena, Dipartimento Chim, I-41100 Modena, Italy
[3] Pfizer Global Res & Dev, Sandwich YO10 9NJ, Kent, England
来源：
TETRAHEDRON | 2003年 / 59卷 / 33期
基金：
英国生物技术与生命科学研究理事会;
关键词：
amino acids cyclisations; nitrogen heterocycles; radical reactions; GAMMA-LACTAMS; BETA-LACTAMS; COPPER(I); ACID; REARRANGEMENT; ELABORATION; VERSATILE; HYDRIDE; REAGENT; 4-EXO;
D O I：
10.1016/S0040-4020(03)01030-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The copper(I) or ruthenium(II)-mediated radical cyclisation of halo-amides has been utilised to afford functionalised pyrrolidinones via 5-endo-trig or 5-exo-trig radical cyclisation pathways. This methodology has been applied to novel and concise syntheses of the anti-epileptic drug gabapentin and the biologically active natural product pulchellalactam. (C) 2003 Elsevier Ltd. All rights reserved.
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收藏
页码：6221 / 6231
页数：11
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