When gold meets chiral Bronsted acid catalysts: extending the boundaries of enantioselective gold catalysis

被引:100
作者
Inamdar, Suleman M. [1 ]
Konala, Ashok [1 ]
Patil, Nitin T. [1 ]
机构
[1] Natl Chem Lab, CSIR, Div Organ Chem, Pune 411008, Maharashtra, India
关键词
ASYMMETRIC ALDOL REACTION; RELAY CATALYSIS; TRANSFER HYDROGENATION; PHOSPHORIC-ACID; DIAMINOCARBENE COMPLEXES; PLATINUM CATALYSIS; TRANSITION-METAL; CYCLIC AMINALS; HYDROAMINATION; CYCLIZATION;
D O I
10.1039/c4cc04633a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This review describes the development in the use of Au(I)/Bronsted acid binary catalytic systems to enable an enantioselective transformation in one-pot that cannot be achieved by gold catalysts alone. The examples discussed herein are promising since apart from using chiral ligands there exists a possibility of using chiral Bronsted acids. Clearly, the horizon for enantioselective gold catalysis has been expanded as more options to make the gold-catalyzed reactions enantioselective have become available.
引用
收藏
页码:15124 / 15135
页数:12
相关论文
共 110 条
[1]   Carbocyclisation of alkynes with external nucleophiles catalysed by gold, platinum and other electrophilic metals [J].
Abu Sohel, Shariar Md. ;
Liu, Rai-Shung .
CHEMICAL SOCIETY REVIEWS, 2009, 38 (08) :2269-2281
[2]   Axial Chirality Control of Gold(biphep) Complexes by Chiral Anions: Application to Asymmetric Catalysis [J].
Aikawa, Kohsuke ;
Kojima, Masafumi ;
Mikami, Koichi .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (33) :6073-6077
[3]   Stronger bronsted acids [J].
Akiyama, Takahiko .
CHEMICAL REVIEWS, 2007, 107 (12) :5744-5758
[4]   Synergistic catalysis: A powerful synthetic strategy for new reaction development [J].
Allen, Anna E. ;
MacMillan, David W. C. .
CHEMICAL SCIENCE, 2012, 3 (03) :633-658
[5]   Enantioselective Gold(I)-Catalyzed Intramolecular (4+3) Cycloadditions of Allenedienes [J].
Alonso, Isaac ;
Faustino, Helio ;
Lopez, Fernando ;
Mascarenas, Jose L. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (48) :11496-11500
[6]   Gold-Catalyzed [4C+2C] Cycloadditions of Allenedienes, including an Enantioselective Version with New Phosphoramidite-Based Catalysts: Mechanistic Aspects of the Divergence between [4C+3C] and [4C+2C] Pathways [J].
Alonso, Isaac ;
Trillo, Beatriz ;
Lopez, Fernando ;
Montserrat, Sergi ;
Ujaque, Gregori ;
Castedo, Luis ;
Lledos, Agusti ;
Mascarenas, Jose L. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (36) :13020-13030
[7]   Alternative synthetic methods through new developments in catalysis by gold [J].
Arcadi, Antonio .
CHEMICAL REVIEWS, 2008, 108 (08) :3266-3325
[8]   Gold-catalyzed decorations of arenes and heteroarenes with C-C multiple bonds [J].
Bandini, Marco .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (03) :1358-1367
[9]   Gold-catalyzed tandem cycloisomerization-hydroalkoxylation of homopropargylic alcohols [J].
Belting, Volker ;
Krause, Norbert .
ORGANIC LETTERS, 2006, 8 (20) :4489-4492
[10]   Gold-Catalyzed Dehydrative Transformations of Unsaturated Alcohols [J].
Biannic, Berenger ;
Aponick, Aaron .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (33) :6605-6617