Literature DB >> 21121643

Chiral calcium organophosphate-catalyzed enantioselective electrophilic amination of enamides.

Fleur Drouet1, Claudia Lalli, Hua Liu, Graldine Masson, Jieping Zhu.   

Abstract

Highly enantioselective direct amination of enamides catalyzed by chiral nonracemic calcium bis(phosphate) complex 3g afforded optically active 1,2-hydrazinoimines 4. Following a subsequent in situ hydrolysis or reduction, 2-hydrazinoketones 5 or syn-1,2-disubstituted 1,2-diamines 6 were obtained in high yields and excellent enantiomeric excess.

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Year:  2010        PMID: 21121643     DOI: 10.1021/ol102625s

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  6 in total

1.  Chiral magnesium BINOL phosphate-catalyzed phosphination of imines: access to enantioenriched α-amino phosphine oxides.

Authors:  Gajendrasingh K Ingle; Yuxue Liang; Michael G Mormino; Guilong Li; Frank R Fronczek; Jon C Antilla
Journal:  Org Lett       Date:  2011-03-17       Impact factor: 6.005

2.  Direct asymmetric amination of α-branched cyclic ketones catalyzed by a chiral phosphoric acid.

Authors:  Xiaoyu Yang; F Dean Toste
Journal:  J Am Chem Soc       Date:  2015-02-26       Impact factor: 15.419

3.  Catalytic asymmetric aza-Darzens reaction with a vaulted biphenanthrol magnesium phosphate salt.

Authors:  Shawn E Larson; Guilong Li; Gerald B Rowland; Denise Junge; Rongcai Huang; H Lee Woodcock; Jon C Antilla
Journal:  Org Lett       Date:  2011-04-05       Impact factor: 6.005

4.  A cooperative N-heterocyclic carbene/chiral phosphate catalysis system for allenolate annulations.

Authors:  Anna Lee; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2014-06-04       Impact factor: 15.336

5.  Lithium BINOL phosphate catalyzed desymmetrization of meso-epoxides with aromatic thiols.

Authors:  Gajendrasingh Ingle; Michael G Mormino; Jon C Antilla
Journal:  Org Lett       Date:  2014-10-15       Impact factor: 6.005

6.  Direct asymmetric N-propargylation of indoles and carbazoles catalyzed by lithium SPINOL phosphate.

Authors:  Yingcheng Wang; Sheng Wang; Wenyu Shan; Zhihui Shao
Journal:  Nat Commun       Date:  2020-01-13       Impact factor: 14.919

  6 in total

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