Literature DB >> 15020764

New biphenol-based, fine-tunable monodentate phosphoramidite ligands for catalytic asymmetric transformations.

Zihao Hua1, Victor C Vassar, Hojae Choi, Iwao Ojima.   

Abstract

Monodentate phosphoramidite ligands have been developed based on enantiopure 6,6'-dimethylbiphenols with axial chirality. These chiral ligands are easy to prepare and flexible for modifications. The fine-tuning capability of these ligands plays a significant role in achieving high enantioselectivity in the asymmetric hydroformylation of allyl cyanide and the conjugate addition of diethylzinc to cycloalkenones.

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Year:  2004        PMID： 15020764      PMCID： PMC397395          DOI： 10.1073/pnas.0307101101

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN： 0027-8424            Impact factor:   11.205


  16 in total

1.  Highly Enantioselective or Not?-Chiral Monodentate Monophosphorus Ligands in the Asymmetric Hydrogenation.

Authors:  Igor V. Komarov; Armin Börner
Journal:  Angew Chem Int Ed Engl       Date:  2001-04-01       Impact factor: 15.336

2.  A highly enantioselective intramolecular Heck reaction with a monodentate ligand.

Authors:  Rosalinde Imbos; Adriaan J Minnaard; Ben L Feringa
Journal:  J Am Chem Soc       Date:  2002-01-16       Impact factor: 15.419

3.  Modular peptide-based phosphine ligands in asymmetric catalysis: efficient and enantioselective Cu-catalyzed conjugate additions to five-, six-, and seven-membered cyclic enones.

Authors:  S J Degrado; H Mizutani; A H Hoveyda
Journal:  J Am Chem Soc       Date:  2001-01-31       Impact factor: 15.419

4.  Enantioselective copper-catalyzed allylic alkylation with dialkylzincs using phosphoramidite ligands.

Authors:  H Malda; A W van Zijl; L A Arnold; B L Feringa
Journal:  Org Lett       Date:  2001-04-19       Impact factor: 6.005

5.  Highly enantioselective rhodium-catalyzed hydrogenation of beta-dehydroamino acid derivatives using monodentate phosphoramidites.

Authors:  Diego Peña; Adriaan J Minnaard; Johannes G De Vries; Ben L Feringa
Journal:  J Am Chem Soc       Date:  2002-12-11       Impact factor: 15.419

6.  Highly enantioselective nickel-catalyzed hydrovinylation with chiral phosphoramidite ligands.

Authors:  Giancarlo Franciò; Felice Faraone; Walter Leitner
Journal:  J Am Chem Soc       Date:  2002-02-06       Impact factor: 15.419

7.  Dramatic improvement of the enantiomeric excess in the asymmetric conjugate addition reaction using new experimental conditions.

Authors:  A Alexakis; C Benhaim; S Rosset; M Humam
Journal:  J Am Chem Soc       Date:  2002-05-15       Impact factor: 15.419

Review 8.  Phosphoramidites: marvellous ligands in catalytic asymmetric conjugate addition.

Authors:  B L Feringa
Journal:  Acc Chem Res       Date:  2000-06       Impact factor: 22.384

9.  Highly enantioselective hydrosilylation of aromatic alkenes.

Authors:  Jakob F Jensen; Bo Y Svendsen; Thomas V la Cour; Henriette L Pedersen; Mogens Johannsen
Journal:  J Am Chem Soc       Date:  2002-05-01       Impact factor: 15.419

10.  Monodentate chiral spiro phosphoramidites: efficient ligands for rhodium-catalyzed enantioselective hydrogenation of enamides.

Authors:  Ai-Guo Hu; Yu Fu; Jian-Hua Xie; Hai Zhou; Li-Xin Wang; Qi-Lin Zhou
Journal:  Angew Chem Int Ed Engl       Date:  2002-07-02       Impact factor: 15.336
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  6 in total

1.  Synthesis of unsymmetrical o-biphenols and o-binaphthols via silicon-tethered Pd-catalyzed C-H arylation.

Authors:  Chunhui Huang; Vladimir Gevorgyan
Journal:  Org Lett       Date:  2010-05-21       Impact factor: 6.005

2.  Total synthesis of enantiopure (+)-gamma-lycorane using highly efficient Pd-catalyzed asymmetric allylic alkylation.

Authors:  Bruno D Chapsal; Iwao Ojima
Journal:  Org Lett       Date:  2006-03-30       Impact factor: 6.005

3.  Enantioselective intramolecular hydroarylation of alkenes via directed C-H bond activation.

Authors:  Hitoshi Harada; Reema K Thalji; Robert G Bergman; Jonathan A Ellman
Journal:  J Org Chem       Date:  2008-08-06       Impact factor: 4.354

4.  Total synthesis of indolizidine alkaloid (-)-209D: overriding substrate bias in the asymmetric rhodium-catalyzed [2+2+2] cycloaddition.

Authors:  Robert T Yu; Ernest E Lee; Guillaume Malik; Tomislav Rovis
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

5.  Gold-Catalyzed Atroposelective Synthesis of 1,1'-Binaphthalene-2,3'-diols.

Authors:  Jianwei Zhang; Martin Simon; Christopher Golz; Manuel Alcarazo
Journal:  Angew Chem Int Ed Engl       Date:  2020-01-23       Impact factor: 15.336

6.  An Enantioselective Suzuki-Miyaura Coupling To Form Axially Chiral Biphenols.

Authors:  Robert Pearce-Higgins; Larissa N Hogenhout; Philip J Docherty; David M Whalley; Padon Chuentragool; Najung Lee; Nelson Y S Lam; Thomas M McGuire; Damien Valette; Robert J Phipps
Journal:  J Am Chem Soc       Date:  2022-08-15       Impact factor: 16.383
  6 in total

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