Literature DB >> 25849104

Chiral gold phosphate catalyzed tandem hydroamination/asymmetric transfer hydrogenation enables access to chiral tetrahydroquinolines.

Yu-Liu Du1, Yue Hu1, Yi-Fan Zhu1, Xi-Feng Tu1, Zhi-Yong Han1, Liu-Zhu Gong1.   

Abstract

A highly efficient chiral gold phosphate-catalyzed tandem hydroamination/asymmetric transfer hydrogenation reaction is described. A series of chiral tetrahydroquinolines were obtained in excellent yields and enantioselectivities. In this reaction, the gold catalyst enables both the hydroamination step as a π-Lewis acid and the asymmetric hydrogen-transfer process as an effective chiral Lewis acid.

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Year:  2015        PMID: 25849104     DOI: 10.1021/acs.joc.5b00153

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  Transformation of N, N-Dimethylaniline N-Oxides into Diverse Tetrahydroquinoline Scaffolds via Formal Povarov Reactions.

Authors:  Timothy S Bush; Glenn P A Yap; William J Chain
Journal:  Org Lett       Date:  2018-08-15       Impact factor: 6.005

2.  Synthesis and kinetic resolution of substituted tetrahydroquinolines by lithiation then electrophilic quench.

Authors:  Nicholas Carter; Xiabing Li; Lewis Reavey; Anthony J H M Meijer; Iain Coldham
Journal:  Chem Sci       Date:  2017-12-14       Impact factor: 9.825

3.  Expedient access to saturated nitrogen heterocycles by photoredox cyclization of imino-tethered dihydropyridines.

Authors:  Noah B Bissonnette; J Michael Ellis; Lawrence G Hamann; Fedor Romanov-Michailidis
Journal:  Chem Sci       Date:  2019-08-28       Impact factor: 9.825

  3 in total

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