Organocatalysis by N-heterocyclic, carbenes

被引:2669
作者
Enders, Dieter [1 ]
Niemeier, Oliver [1 ]
Henseler, Alexander [1 ]
机构
[1] Univ Aachen, Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
关键词
D O I
10.1021/cr068372z
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The extensive applications and reaction pathways of thiazol- (A), triazol- (B), imidazol- (C), and imidazolin-2-ylidenes (D) as versatile synthetic methods were discussed. The organocatalytic process have made synthetic strategies in addition to its facile reaction, selectivity and its being environmental friendly. The topics being described include the enzymes as archetypes, the benzoin condensation, the stetter reaction, the a3 to d3 umpolung, the transesterification reactions, the polymerization reactions, the ring-opening reactions, and finally the 1,2-additions.
引用
收藏
页码:5606 / 5655
页数:50
相关论文
共 276 条
  • [1] INTERMEDIATES IN THE PAAL-KNORR SYNTHESIS OF PYRROLES
    AMARNATH, V
    ANTHONY, DC
    AMARNATH, K
    VALENTINE, WM
    WETTERAU, LA
    GRAHAM, DG
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (24) : 6924 - 6931
  • [2] Stetter reaction in room temperature ionic liquids and application to the synthesis of haloperidol
    Anjaiah, S
    Chandrasekhar, S
    Grée, R
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (11) : 1329 - 1334
  • [3] A STABLE CRYSTALLINE CARBENE
    ARDUENGO, AJ
    HARLOW, RL
    KLINE, M
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (01) : 361 - 363
  • [4] The quest for stable carbenes
    Arduengo, AJ
    Krafczyk, R
    [J]. CHEMIE IN UNSERER ZEIT, 1998, 32 (01) : 6 - 14
  • [5] ELECTRONIC STABILIZATION OF NUCLEOPHILIC CARBENES
    ARDUENGO, AJ
    DIAS, HVR
    HARLOW, RL
    KLINE, M
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (14) : 5530 - 5534
  • [6] Looking for stable carbenes: The difficulty in starting anew
    Arduengo, AJ
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 1999, 32 (11) : 913 - 921
  • [7] Bag S, 2006, J CHEM RES-S, P267
  • [8] TRANSFER OF ALKOXYCARBONYL FROM ALKYL IMIDAZOLIUM-2-CARBOXYLATES TO BENZYL ALCOHOL, A CYCLOHEXANONE ENAMINE AND DIETHYLAMINE
    BAKHTIAR, C
    SMITH, EH
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (03): : 239 - 243
  • [9] ROMPgel-supported thiazolium iodide: An efficient supported organic catalyst for parallel stetter reactions
    Barrett, AGM
    Love, AC
    Tedeschi, L
    [J]. ORGANIC LETTERS, 2004, 6 (19) : 3377 - 3380
  • [10] THE CONVERGENT SYNTHESIS OF CI-981, AN OPTICALLY-ACTIVE, HIGHLY POTENT, TISSUE SELECTIVE INHIBITOR OF HMG-COA REDUCTASE
    BAUMANN, KL
    BUTLER, DE
    DEERING, CF
    MENNEN, KE
    MILLAR, A
    NANNINGA, TN
    PALMER, CW
    ROTH, BD
    [J]. TETRAHEDRON LETTERS, 1992, 33 (17) : 2283 - 2284