Chiral IminophosphoranesAn Emerging Class of Superbase Organocatalysts

被引:108
|
作者
Krawczyk, Henryk [1 ]
Dziegielewski, Marek [1 ]
Deredas, Dariusz [1 ]
Albrecht, Anna [1 ]
Albrecht, Lukasz [1 ]
机构
[1] Lodz Univ Technol, Inst Organ Chem, Fac Chem, PL-90924 Lodz, Poland
关键词
asymmetric catalysis; bifunctional catalysis; BrOnsted base catalysis; iminophosphoranes; organosuperbases; ASYMMETRIC HYDROPHOSPHONYLATION; BASES; CATALYSIS; ORGANOSUPERBASE; AZLACTONES;
D O I
10.1002/chem.201500481
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chiral BrOnsted base catalysis is a fascinating and highly explored field of research. For many years catalysts based on chincona alkaloid chiral scaffolds have constituted privileged systems widely employed in numerous base-promoted organic transformations. Recently, a novel group of chiral base catalysts has been successfully introduced. The application of organosuperbases, namely cyclopropenimines, guanidines, and iminophosphoranes, as chiral catalysts is receiving increasing attention. The aim of this Concept article is to summarize recent progress in the field of chiral iminophosphorane superbase organocatalysis. Catalysts design, different approaches to their synthesis, and applications in asymmetric synthesis are outlined and discussed in detail.
引用
收藏
页码:10268 / 10277
页数:10
相关论文
共 50 条
  • [21] Engineered Immobilised Organocatalysts for the Synthesis of Chiral Amines
    Macia, Maria
    Munoz, Ivan
    Porcar, Raul
    Cirujano, Francisco G.
    Altava, Belen
    Luis, Santiago V.
    Garcia-Verdugo, Eduardo
    ADVANCED SYNTHESIS & CATALYSIS, 2024, 366 (04) : 892 - 899
  • [22] A New Class of Organocatalysts: Sulfenate Anions
    Zhang, Mengnan
    Jia, Tiezheng
    Yin, Haolin
    Carroll, Patrick J.
    Schelter, Eric J.
    Walsh, Patrick J.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (40) : 10755 - 10758
  • [23] MacMillan's imidazolidinones: Powerful chiral organocatalysts
    Poisson, Thomas
    SYNLETT, 2008, (01) : 147 - 148
  • [24] Creation through Immobilization: A New Family of High Performance Heterogeneous Bifunctional Iminophosphorane (BIMP) Superbase Organocatalysts
    Goldys, Anna M.
    Nunez, Marta G.
    Dixon, Darren J.
    ORGANIC LETTERS, 2014, 16 (24) : 6294 - 6297
  • [25] Research Progress on the Catalytic Enantioselective Synthesis of Axially Chiral Allenes by Chiral Organocatalysts
    Li, Qing Han
    Jiang, Xin
    Wu, Kun
    Luo, Rui Qiang
    Liang, Meng
    Zhang, Zhi Hao
    Huang, Zhe Yao
    CURRENT ORGANIC CHEMISTRY, 2020, 24 (06) : 694 - 708
  • [26] Syntheses of new chiral chimeric photo-organocatalysts
    Lyu, Jiyaun
    Leone, Matteo
    Claraz, Aurelie
    Allain, Clemence
    Neuville, Luc
    Masson, Geraldine
    RSC ADVANCES, 2021, 11 (58) : 36663 - 36669
  • [27] Chiral song's oligoEG's: Multi-purpose chiral organocatalysts
    Park, Sang Yeon
    Song, Choong Eui
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253
  • [28] An investigation of chiral diamides as organocatalysts in asymmetric aldol reaction
    Yilmaz, Dilek Gul
    Aydogan, Feray
    Yolacan, Cigdem
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2022, 59 (07) : 1169 - 1179
  • [29] Alkaloid synthesis using chiral secondary amine organocatalysts
    Ishikawa, Hayato
    Shiomi, Shinya
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (02) : 409 - 424
  • [30] CHED 664-Chiral amidines as nucelophilic organocatalysts
    Cox, Bronson E.
    Ballard, C. Eric
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2008, 235