Bifunctional catalysis

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Editor: Prof. Darren J. Dixon
University of Oxford
 
Bifunctional catalysis concerns the use of low molecular weight, structurally defined molecules possessing two distinct functional groups to bring about new reactivity or selectivity in a reaction of interest. The reactions are typically polar addition reactions of pronucleophiles and electrophiles where, ideally, simple low-cost starting materials are converted into high-value, stereochemically defined products through the action of the bifunctional catalyst system. The present Thematic Series serves to highlight the current state-of-the-art of bifunctional catalysis from new bifunctional catalyst design and development, their application in new asymmetric metholodgy development, to their application in natural product and drug target synthesis.

See also the Thematic Series:
Strategies in asymmetric catalysis
Sustainable catalysis

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Bifunctional catalysis

  • Darren J. Dixon

Beilstein J. Org. Chem. 2016, 12, 1079–1080, doi:10.3762/bjoc.12.102

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Editorial
Published 25 May 2016

Organocatalytic and enantioselective Michael reaction between α-nitroesters and nitroalkenes. Syn/anti-selectivity control using catalysts with the same absolute backbone chirality

  • Jose I. Martínez,
  • Uxue Uria,
  • Maria Muñiz,
  • Efraím Reyes,
  • Luisa Carrillo and
  • Jose L. Vicario

Beilstein J. Org. Chem. 2015, 11, 2577–2583, doi:10.3762/bjoc.11.277

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Published 14 Dec 2015

Bifunctional phase-transfer catalysis in the asymmetric synthesis of biologically active isoindolinones

  • Antonia Di Mola,
  • Maximilian Tiffner,
  • Francesco Scorzelli,
  • Laura Palombi,
  • Rosanna Filosa,
  • Paolo De Caprariis,
  • Mario Waser and
  • Antonio Massa

Beilstein J. Org. Chem. 2015, 11, 2591–2599, doi:10.3762/bjoc.11.279

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Published 15 Dec 2015

Catalytic asymmetric formal synthesis of beraprost

  • Yusuke Kobayashi,
  • Ryuta Kuramoto and
  • Yoshiji Takemoto

Beilstein J. Org. Chem. 2015, 11, 2654–2660, doi:10.3762/bjoc.11.285

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Published 18 Dec 2015

Asymmetric α-amination of β-keto esters using a guanidine–bisurea bifunctional organocatalyst

  • Minami Odagi,
  • Yoshiharu Yamamoto and
  • Kazuo Nagasawa

Beilstein J. Org. Chem. 2016, 12, 198–203, doi:10.3762/bjoc.12.22

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Published 04 Feb 2016

A quadruple cascade protocol for the one-pot synthesis of fully-substituted hexahydroisoindolinones from simple substrates

  • Hong-Bo Zhang,
  • Yong-Chun Luo,
  • Xiu-Qin Hu,
  • Yong-Min Liang and
  • Peng-Fei Xu

Beilstein J. Org. Chem. 2016, 12, 253–259, doi:10.3762/bjoc.12.27

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Published 11 Feb 2016

Organocatalytic asymmetric Henry reaction of 1H-pyrrole-2,3-diones with bifunctional amine-thiourea catalysts bearing multiple hydrogen-bond donors

  • Ming-Liang Zhang,
  • Deng-Feng Yue,
  • Zhen-Hua Wang,
  • Yuan Luo,
  • Xiao-Ying Xu,
  • Xiao-Mei Zhang and
  • Wei-Cheng Yuan

Beilstein J. Org. Chem. 2016, 12, 295–300, doi:10.3762/bjoc.12.31

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Published 16 Feb 2016

Application of 7-azaisatins in enantioselective Morita–Baylis–Hillman reaction

  • Qing He,
  • Gu Zhan,
  • Wei Du and
  • Ying-Chun Chen

Beilstein J. Org. Chem. 2016, 12, 309–313, doi:10.3762/bjoc.12.33

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Published 18 Feb 2016

Enantioselective [3 + 2] annulation of α-substituted allenoates with β,γ-unsaturated N-sulfonylimines catalyzed by a bifunctional dipeptide phosphine

  • Huanzhen Ni,
  • Weijun Yao and
  • Yixin Lu

Beilstein J. Org. Chem. 2016, 12, 343–348, doi:10.3762/bjoc.12.37

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Published 24 Feb 2016

Cupreines and cupreidines: an established class of bifunctional cinchona organocatalysts

  • Laura A. Bryant,
  • Rossana Fanelli and
  • Alexander J. A. Cobb

Beilstein J. Org. Chem. 2016, 12, 429–443, doi:10.3762/bjoc.12.46

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Published 07 Mar 2016

(Thio)urea-mediated synthesis of functionalized six-membered rings with multiple chiral centers

  • Giorgos Koutoulogenis,
  • Nikolaos Kaplaneris and
  • Christoforos G. Kokotos

Beilstein J. Org. Chem. 2016, 12, 462–495, doi:10.3762/bjoc.12.48

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Published 10 Mar 2016

The aminoindanol core as a key scaffold in bifunctional organocatalysts

  • Isaac G. Sonsona,
  • Eugenia Marqués-López and
  • Raquel P. Herrera

Beilstein J. Org. Chem. 2016, 12, 505–523, doi:10.3762/bjoc.12.50

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Published 14 Mar 2016

Supported bifunctional thioureas as recoverable and reusable catalysts for enantioselective nitro-Michael reactions

  • José M. Andrés,
  • Miriam Ceballos,
  • Alicia Maestro,
  • Isabel Sanz and
  • Rafael Pedrosa

Beilstein J. Org. Chem. 2016, 12, 628–635, doi:10.3762/bjoc.12.61

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Published 01 Apr 2016

Stereoselective amine-thiourea-catalysed sulfa-Michael/nitroaldol cascade approach to 3,4,5-substituted tetrahydrothiophenes bearing a quaternary stereocenter

  • Sara Meninno,
  • Chiara Volpe,
  • Giorgio Della Sala,
  • Amedeo Capobianco and
  • Alessandra Lattanzi

Beilstein J. Org. Chem. 2016, 12, 643–647, doi:10.3762/bjoc.12.63

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Published 05 Apr 2016

Asymmetric α-amination of 3-substituted oxindoles using chiral bifunctional phosphine catalysts

  • Qiao-Wen Jin,
  • Zhuo Chai,
  • You-Ming Huang,
  • Gang Zou and
  • Gang Zhao

Beilstein J. Org. Chem. 2016, 12, 725–731, doi:10.3762/bjoc.12.72

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Published 15 Apr 2016

1H-Imidazol-4(5H)-ones and thiazol-4(5H)-ones as emerging pronucleophiles in asymmetric catalysis

  • Antonia Mielgo and
  • Claudio Palomo

Beilstein J. Org. Chem. 2016, 12, 918–936, doi:10.3762/bjoc.12.90

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Published 09 May 2016

Towards the total synthesis of keramaphidin B

  • Pavol Jakubec,
  • Alistair J. M. Farley and
  • Darren J. Dixon

Beilstein J. Org. Chem. 2016, 12, 1096–1100, doi:10.3762/bjoc.12.104

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Published 30 May 2016

Enantioselective addition of diphenyl phosphonate to ketimines derived from isatins catalyzed by binaphthyl-modified organocatalysts

  • Hee Seung Jang,
  • Yubin Kim and
  • Dae Young Kim

Beilstein J. Org. Chem. 2016, 12, 1551–1556, doi:10.3762/bjoc.12.149

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Published 20 Jul 2016
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