Evolution of copper(II) as a new alkene amination promoter and catalyst

被引：68
作者：
Chemler, Sherry R. [1 ]
机构：
[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
来源：
JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2011年 / 696卷 / 01期
基金：
美国国家卫生研究院;
关键词：
Alkene; Carboamination; Diamination; Aminooxygenation; Enantioselective; Copper; STEREOSELECTIVE-SYNTHESIS; INTRAMOLECULAR CARBOAMINATION; TANDEM CYCLIZATION; COUPLING REACTIONS; BOND FORMATION; DIAMINATION; RADICALS; ARYL; AMINOOXYGENATION; CARBOETHERIFICATION;
D O I：
10.1016/j.jorganchem.2010.08.041
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Copper(II) carboxylates and chiral copper(II) triflate center dot bis(oxazoline) complexes promote and catalyze intramolecular alkene carboamination, diamination and aminooxygenation reactions, creating an array of nitrogen heterocycles. High diastereoselectivity and enantioselectivity can be achieved in these transformations. This account reviews the discovery and development of these useful and interesting reactions. (C) 2010 Elsevier B.V. All rights reserved.
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收藏
页码：150 / 158
页数：9
相关论文
共 59 条
[1]   Copper catalyzed allylic oxidation with peresters [J].
Andrus, MB ;
Lashley, JC .
TETRAHEDRON, 2002, 58 (05) :845-866
[2]   C-C, C-O, C-N bond formation on sp2 carbon by Pd(II)-catalyzed reactions involving oxidant agents [J].
Beccalli, Egle M. ;
Broggini, Gianluigi ;
Martinelli, Michela ;
Sottocornola, Silvia .
CHEMICAL REVIEWS, 2007, 107 (11) :5318-5365
[3]   Copper in cross-coupling reactions - The post-Ullmann chemistry [J].
Beletskaya, IP ;
Cheprakov, AV .
COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) :2337-2364
[4]   The synthesis of vicinal amino alcohols [J].
Bergmeier, SC .
TETRAHEDRON, 2000, 56 (17) :2561-2576
[5]   Stereoselective synthesis of N-protected pyrrolidines via Pd-catalyzed reactions of γ-(N-acylamino) alkenes and γ-(N-Boc-amino) alkenes with aryl bromides [J].
Bertrand, MB ;
Wolfe, JP .
TETRAHEDRON, 2005, 61 (26) :6447-6459
[6]  
Cardona F, 2009, NAT CHEM, V1, P269, DOI [10.1038/nchem.256, 10.1038/NCHEM.256]
[7]  
Chemler Sherry R, 2009, Curr Bioact Compd, V5, P2
[8]   The enantioselective intramolecular aminative functionalization of unactivated alkenes, dienes, allenes and alkynes for the synthesis of chiral nitrogen heterocycles [J].
Chemler, Sherry R. .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2009, 7 (15) :3009-3019
[9]  
Clark AJ, 1999, SYNLETT, P441
[10]   Transition-Metal-Catalyzed Diamination of Olefins [J].
de Figueiredo, Renata Marcia .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (07) :1190-1193
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