Enantioselective Synthesis of Quaternary 3-Aminooxindoles via Organocatalytic Asymmetric Michael Addition of 3-Monosubstituted 3-Aminooxindoles to Nitroolefins

Bao-Dong Cui; Wen-Yong Han; Zhi-Jun Wu; Xiao-Mei Zhang; Wei-Cheng Yuan

doi:10.1021/jo401154b

Enantioselective Synthesis of Quaternary 3-Aminooxindoles via Organocatalytic Asymmetric Michael Addition of 3-Monosubstituted 3-Aminooxindoles to Nitroolefins

The Journal of Organic Chemistry ◽

10.1021/jo401154b ◽

2013 ◽

Vol 78 (17) ◽

pp. 8833-8839 ◽

Cited By ~ 50

Author(s):

Bao-Dong Cui ◽

Wen-Yong Han ◽

Zhi-Jun Wu ◽

Xiao-Mei Zhang ◽

Wei-Cheng Yuan

Keyword(s):

Michael Addition ◽

Enantioselective Synthesis ◽

Asymmetric Michael Addition

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ChemInform Abstract: Highly Enantioselective Synthesis of α-Fluoro-α-nitro Esters via Organocatalyzed Asymmetric Michael Addition.

ChemInform ◽

10.1002/chin.201116056 ◽

2011 ◽

Vol 42 (16) ◽

pp. no-no

Author(s):

Hai-Feng Cui ◽

Peng Li ◽

Xiao-Wei Wang ◽

Zhuo Chai ◽

Ying-Quan Yang ◽

...

Keyword(s):

Michael Addition ◽

Enantioselective Synthesis ◽

Asymmetric Michael Addition ◽

Nitro Esters

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Asymmetric Michael Addition of Chiral Lithiated Sulfonates to Nitroalkenes: Diastereo- and Enantioselective Synthesis of α,β-Disubstituted γ-Nitro and β-Alkoxycarbonyl Methyl Sulfonates.

ChemInform ◽

10.1002/chin.200307082 ◽

2003 ◽

Vol 34 (7) ◽

Author(s):

Dieter Enders ◽

Otto Mathias Berner ◽

Nicola Vignola ◽

Wacharee Harnying

Keyword(s):

Michael Addition ◽

Enantioselective Synthesis ◽

Asymmetric Michael Addition

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ChemInform Abstract: Asymmetric Nucleophilic Acylation via Metalated Chiral Amino Cyanides: Enantioselective Synthesis of 3-Substituted 4-Oxoesters by Asymmetric Michael Addition.

ChemInform ◽

10.1002/chin.199018108 ◽

1990 ◽

Vol 21 (18) ◽

Author(s):

D. ENDERS ◽

P. GERDES ◽

H. KIPPHARDT

Keyword(s):

Michael Addition ◽

Enantioselective Synthesis ◽

Asymmetric Michael Addition ◽

Nucleophilic Acylation

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ChemInform Abstract: Enantioselective Synthesis of Quaternary 3-Aminooxindoles via Organocatalytic Asymmetric Michael Addition of 3-Monosubstituted 3-Aminooxindoles to Nitroolefins.

ChemInform ◽

10.1002/chin.201405114 ◽

2014 ◽

Vol 45 (5) ◽

pp. no-no

Author(s):

Bao-Dong Cui ◽

Wen-Yong Han ◽

Zhi-Jun Wu ◽

Xiao-Mei Zhang ◽

Wei-Cheng Yuan

Keyword(s):

Michael Addition ◽

Enantioselective Synthesis ◽

Asymmetric Michael Addition

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ChemInform Abstract: An Asymmetric Michael Addition of α,α-Disubstituted Aldehydes to Maleimides Leading to a One-Pot Enantioselective Synthesis of Lactones Catalyzed by Amino Acids.

ChemInform ◽

10.1002/chin.201337096 ◽

2013 ◽

Vol 44 (37) ◽

pp. no-no

Author(s):

Christoforos G. Kokotos

Keyword(s):

Amino Acids ◽

Michael Addition ◽

Enantioselective Synthesis ◽

One Pot ◽

Asymmetric Michael Addition

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ChemInform Abstract: ASYMMETRIC MICHAEL ADDITION OF A CHIRAL ESTER-DIENOLATE: ENANTIOSELECTIVE SYNTHESIS OF (-)-KHUSIMONE

Chemischer Informationsdienst ◽

10.1002/chin.198409312 ◽

1984 ◽

Vol 15 (9) ◽

Author(s):

W. OPPOLZER ◽

R. PITTELOUD ◽

G. BERNARDINELLI ◽

K. BAETTIG

Keyword(s):

Michael Addition ◽

Enantioselective Synthesis ◽

Asymmetric Michael Addition

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Enantioselective Synthesis of Bridged- or Fused-Ring Bicyclic Ketones by a Catalytic Asymmetric Michael Addition Pathway.

ChemInform ◽

10.1002/chin.200644029 ◽

2006 ◽

Vol 37 (44) ◽

Author(s):

Duan Liu ◽

Sungwoo Hong ◽

E. J. Corey

Keyword(s):

Michael Addition ◽

Enantioselective Synthesis ◽

Asymmetric Michael Addition ◽

Bicyclic Ketones ◽

Fused Ring ◽

Catalytic Asymmetric ◽

Addition Pathway

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Sequential Au(i)/chiral tertiary amine catalysis: a tandem C–H functionalization of anisoles or a thiophene/asymmetric Michael addition sequence to quaternary oxindoles

Chemical Communications ◽

10.1039/c5cc10096h ◽

2016 ◽

Vol 52 (12) ◽

pp. 2537-2540 ◽

Cited By ~ 65

Author(s):

Zhong-Yan Cao ◽

Yu-Lei Zhao ◽

Jian Zhou

Keyword(s):

Tertiary Amine ◽

Michael Addition ◽

Enantioselective Synthesis ◽

Asymmetric Michael Addition ◽

Amine Catalysis

We report an unprecedented sequential Au(i)/bifunctional tertiary amine catalysis, which enables a tandem C–H functionalization of weak nucleophiles (anisoles or thiophenes) and asymmetric Michael addition for the highly enantioselective synthesis of quaternary oxindoles.

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