A Simple Recipe for Sophisticated Cocktails: Organocatalytic One-Pot Reactions-Concept, Nomenclature, and Future Perspectives

被引:427
作者
Albrecht, Lukasz [1 ]
Jiang, Hao [1 ]
Jorgensen, Karl Anker [1 ]
机构
[1] Aarhus Univ, Dept Chem, Ctr Catalysis, DK-8000 Aarhus C, Denmark
关键词
asymmetric synthesis; classification; nomenclature; one-pot reactions; organocatalysis; ENANTIOSELECTIVE TOTAL-SYNTHESIS; DIPHENYLPROLINOL SILYL ETHER; HIGH-YIELDING SYNTHESIS; ASYMMETRIC-SYNTHESIS; ALPHA; BETA-UNSATURATED ALDEHYDES; CASCADE CATALYSIS; INHIBITOR (-)-OSELTAMIVIR; OSELTAMIVIR PHOSPHATE; ORGANIC-SYNTHESIS; CONCISE SYNTHESIS;
D O I
10.1002/anie.201102522
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Asymmetric organocatalysis has been successfully incorporated in many multistep one-pot sequences to provide simple access to structurally complex target molecules in a highly stereoselective fashion. The key feature behind this success is the ability of organocatalyzed reactions to proceed efficiently in the presence of large amounts of spectator reagents. Additionally, owing to their organic nature and substoichiometric presence, organocatalysts are also expected to become innocent bystanders in subsequent transformations. In this Minireview, an easy-to-use classification and nomenclatural system that is capable of systematically and informatively describing each one-pot reaction is introduced, and selected important contributions within the field of organocatalytic one-pot reactions are reviewed according to this new system. Finally, future developments and perspectives in the field are discussed. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:8492 / 8509
页数:18
相关论文
共 121 条
[1]   Stronger bronsted acids [J].
Akiyama, Takahiko .
CHEMICAL REVIEWS, 2007, 107 (12) :5744-5758
[2]   Asymmetric Formal trans-Dihydroxylation and trans-Aminohydroxylation of α,β-Unsaturated Aldehydes via an Organocatalytic Reaction Cascade [J].
Albrecht, Lukasz ;
Jiang, Hao ;
Dickmeiss, Gustav ;
Gschwend, Bjorn ;
Hansen, Signe Grann ;
Jorgensen, Karl Anker .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (26) :9188-9196
[3]  
[Anonymous], 2000, ANGEW CHEM
[4]  
[Anonymous], 2010, ANGEW CHEM, V122, P133
[5]  
[Anonymous], 2011, ANGEW CHEM
[6]  
[Anonymous], 2009, ANGEW CHEM
[7]   TERPENOIDS .74. SESQUITERPENES FROM SOFT CORAL SINULARIA-MAYI [J].
BEECHAN, CM ;
DJERASSI, C ;
EGGERT, H .
TETRAHEDRON, 1978, 34 (16) :2503-2508
[8]  
Belot S., 2009, Angew. Chem., V121, P9085
[9]   Enantioselective One-Pot Organocatalytic Michael Addition/Gold-Catalyzed Tandem Acetalization/Cyclization [J].
Belot, Sebastien ;
Vogt, Kim A. ;
Besnard, Celine ;
Krause, Norbert ;
Alexakis, Alexandre .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (47) :8923-8926
[10]  
Berkessel A, 2005, ASYMMETRIC ORGANOCATALYSIS: FROM BIOMIMETIC CONCEPTS TO APPLICATIONS IN ASYMMETRIC SYNTHESIS, P1, DOI 10.1002/3527604677