Asymmetric Organocatalytic Addition Reactions of Maleimides: A Promising Approach Towards the Synthesis of Chiral Succinimide Derivatives

被引：122
作者：
Chauhan, Pankaj [1 ]
Kaur, Jasneet [1 ]
Chimni, Swapandeep Singh [1 ]
机构：
[1] Guru Nanak Dev Univ, UGC Sponsored Ctr Adv Studies Chem, Dept Chem, Amritsar 143005, Punjab, India
来源：
CHEMISTRY-AN ASIAN JOURNAL | 2013年 / 8卷 / 02期
关键词：
chirality; cycloadditions; maleimides; Michael addition; organocatalysis; DIELS-ALDER REACTION; CATALYZED ENANTIOSELECTIVE REACTIONS; ALPHA-SUBSTITUTED CYANOACETATES; BAYLIS-HILLMAN CARBONATES; CONJUGATE ADDITION; MICHAEL ADDITION; 3+2 CYCLOADDITION; ALPHA; ALPHA-DISUBSTITUTED ALDEHYDES; 1,3-DICARBONYL COMPOUNDS; BICYCLIC GUANIDINE;
D O I：
10.1002/asia.201200684
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Recent progress in asymmetric organocatalysis has led to the development of several asymmetric transformations that employ various substrates. Among these substrates, maleimides have emerged as excellent Michael acceptors, dienophiles, and dipolarophiles. In this Focus Review we highlight the advances in the asymmetric synthesis of succinimide derivatives through asymmetric organocatalytic addition reactions of maleimides.
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收藏
页码：328 / 346
页数：19
相关论文
共 122 条
  • [1] A first case of asymmetric catalysis induced by metal-free bisoxazolines
    Akalay, Deniz
    Duerner, Gerd
    Goebel, Michael W.
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (14) : 2365 - 2368
  • [2] C2-symmetric bisamidines:: Chiral Bronsted bases catalysing the Diels-Alder reaction of anthrones
    Akalay, Deniz
    Duerner, Gerd
    Bats, Jan W.
    Goebel, Michael W.
    [J]. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2008, 4
  • [3] Enantioselective addition of oxazolones to maleimides. An easy entry to quaternary aminoacids
    Alba, Andrea-Nekane R.
    Valero, Guillem
    Calbet, Teresa
    Font-Bardia, Merce
    Moyano, Albert
    Rios, Ramon
    [J]. NEW JOURNAL OF CHEMISTRY, 2012, 36 (03) : 613 - 618
  • [4] Oxazolones in Organocatalysis, New Tricks for an Old Reagent
    Alba, Andrea-Nekane R.
    Rios, Ramon
    [J]. CHEMISTRY-AN ASIAN JOURNAL, 2011, 6 (03) : 720 - 734
  • [5] Enantioselective Organocatalytic Addition of Azlactones to Maleimides: A Highly Stereocontrolled Entry to 2,2-Disubstituted-2H-oxazol-5-ones
    Alba, Andrea-Nekane R.
    Valero, Guillem
    Calbet, Teresa
    Font-Bardia, Merce
    Moyano, Albert
    Rios, Ramon
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (32) : 9884 - 9889
  • [6] Organocatalytic synthesis of optically active heteroaromatic compounds
    Albrecht, Lukasz
    Ransborg, Lars Krogager
    Jorgensen, Karl Anker
    [J]. CATALYSIS SCIENCE & TECHNOLOGY, 2012, 2 (06) : 1089 - 1098
  • [7] Ando Y, 2002, CLIN CANCER RES, V8, P1964
  • [8] [Anonymous], 2004, Angew. Chem, V116, P5248, DOI DOI 10.1002/ANGE.200400650
  • [9] [Anonymous], 2012, CHEMCATCHEM, V4, P885
  • [10] The Rauhut-Currier reaction: a history and its synthetic application
    Aroyan, Carrie E.
    Dermenci, Alpay
    Miller, Scott J.
    [J]. TETRAHEDRON, 2009, 65 (21) : 4069 - 4084
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