Literature DB >> 21789318

Hydrogen bonding mediated enantioselective organocatalysis in brine: significant rate acceleration and enhanced stereoselectivity in enantioselective Michael addition reactions of 1,3-dicarbonyls to β-nitroolefins.

Han Yong Bae1, Surajit Some, Joong Suk Oh, Yong Seop Lee, Choong Eui Song.   

Abstract

Brine provides remarkable rate acceleration and a higher level of stereoselectivity over organic solvents, due to the hydrophobic hydration effect, in the enantioselective Michael addition reactions of 1,3-dicarbonyls to β-nitroolefins using chiral H-donors as organocatalysts. This journal is © The Royal Society of Chemistry 2011

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Year:  2011        PMID: 21789318     DOI: 10.1039/c1cc13637b

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  7 in total

Review 1.  Asymmetric Michael Addition in Synthesis of β-Substituted GABA Derivatives.

Authors:  Jianlin Han; Jorge Escorihuela; Santos Fustero; Aitor Landa; Vadim A Soloshonok; Alexander Sorochinsky
Journal:  Molecules       Date:  2022-06-13       Impact factor: 4.927

2.  Efficient access to general α-tertiary amines via water-accelerated organocatalytic multicomponent allylation.

Authors:  Prithwish Goswami; Sung Yeon Cho; Jin Hyun Park; Woo Hee Kim; Hyun Jin Kim; Myoung Hyeon Shin; Han Yong Bae
Journal:  Nat Commun       Date:  2022-05-16       Impact factor: 17.694

3.  Ethyl (2R,3S)-2-benzoyl-3-(4-bromo-phen-yl)-4-nitro-butano-ate.

Authors:  Yifeng Wang; Ke Wang; Zhaobo Li; Danqian Xu
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-01-21

4.  Asymmetric synthesis of tetrahydropyridines via an organocatalytic one-pot multicomponent Michael/aza-Henry/cyclization triple domino reaction.

Authors:  Marcus Blümel; Pankaj Chauhan; Robert Hahn; Gerhard Raabe; Dieter Enders
Journal:  Org Lett       Date:  2014-11-07       Impact factor: 6.005

5.  Asymmetric synthesis of functionalized cyclohexanes bearing five stereocenters via a one-pot organocatalytic Michael-Michael-1,2-addition sequence.

Authors:  Pankaj Chauhan; Gregor Urbanietz; Gerhard Raabe; Dieter Enders
Journal:  Chem Commun (Camb)       Date:  2014-07-04       Impact factor: 6.222

6.  Organocatalytic one-pot 1,4-/1,6-/1,2-addition sequence for the stereocontrolled formation of six consecutive stereocenters.

Authors:  Pankaj Chauhan; Suruchi Mahajan; Gerhard Raabe; Dieter Enders
Journal:  Chem Commun (Camb)       Date:  2015-02-11       Impact factor: 6.222

Review 7.  Synthetic Organic "Aquachemistry" that Relies on Neither Cosolvents nor Surfactants.

Authors:  Taku Kitanosono; Shu Kobayashi
Journal:  ACS Cent Sci       Date:  2021-04-21       Impact factor: 14.553

  7 in total

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