Organocatalytic asymmetric mannich reaction of 3-hydroxyoxindoles/3-aminooxindoles with in situ generated N-boc-protected aldimines for the synthesis of vicinal oxindole-diamines/amino alcohols

Journal of Organic Chemistry

Volumn 81, Issue 13, 2016, Pages 5270-5277

  Shan, Jing ^a   Cui, Baodong ^a   Wang, Yu ^a   Yang, Chengli ^a   Zhou, Xiaojian ^a   Han, Wenyong ^a   Chen, Yongzheng ^a  

^a ZUNYI MEDICAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

IN SITU PROCESSING;

BI-FUNCTIONAL; DIASTEREOSELECTIVITIES; HIGH YIELD; MANNICH REACTIONS; MILD REACTION CONDITIONS; ORGANOCATALYTIC; SYNTHETIC APPLICATION; TERTIARY AMINE;

CHEMICAL REACTIONS;

3 AMINOOXINDOLE DERIVATIVE; 3 HYDROXYOXINDOLE DERIVATIVE; AMINOALCOHOL; IMINE; INDOLE DERIVATIVE; OXINDOLE; SPIRO COMPOUND; TERT BUTYL[3 [(ETHOXYCARBONYL)AMINO] 1 METHYL 2 OXOINDOLIN 3 YL](PHENYL)METHYLCARBAMATE; TERT BUTYL[[3 [(ETHOXYCARBONYL)AMINO] 1 BENZYL 2 OXOINDOLIN 3 YL](1 NAPHTHYL)METHYL]CARBAMATE; TERT BUTYL[[3 [(ETHOXYCARBONYL)AMINO] 1 BENZYL 2 OXOINDOLIN 3 YL](3 BROMOPHENYL)METHYL]CARBAMATE; TERT BUTYL[[3 [(ETHOXYCARBONYL)AMINO] 1 BENZYL 2 OXOINDOLIN 3 YL](3 CHLOROPHENYL)METHYL]CARBAMATE; TERT BUTYL[[3 [(ETHOXYCARBONYL)AMINO] 1 BENZYL 2 OXOINDOLIN 3 YL](4 METHOXYPHENYL)METHYL]CARBAMATE; TERT BUTYL[[3 [(ETHOXYCARBONYL)AMINO] 1 BENZYL 2 OXOINDOLIN 3 YL](PHENYL)METHYL]CARBAMATE; TERT BUTYL[[3 [(ETHOXYCARBONYL)AMINO] 1 ETHYL 2 OXOINDOLIN 3 YL](PHENYL)METHYL]CARBAMATE; TERT BUTYL[[3 [(ETHOXYCARBONYL)AMINO] 1 METHYL 2 OXOINDOLIN 3 YL](2 FURYL)METHYL]CARBAMATE; TERT BUTYL[[3 [(ETHOXYCARBONYL)AMINO] 1 METHYL 2 OXOINDOLIN 3 YL](2 METHOXYLPHENYL)METHYL]CARBAMATE; TERT BUTYL[[3 [(ETHOXYCARBONYL)AMINO] 1 METHYL 2 OXOINDOLIN 3 YL](2 THIENYL)METHYL]CARBAMATE; TERT BUTYL[[3 [(ETHOXYCARBONYL)AMINO] 1 METHYL 2 OXOINDOLIN 3 YL](3 METHOXYPHENYL)METHYL]CARBAMATE; TERT BUTYL[[3 [(ETHOXYCARBONYL)AMINO] 1 METHYL 2 OXOINDOLIN 3 YL](3 METHYLPHENYL)METHYL]CARBAMATE; TERT BUTYL[[3 [(ETHOXYCARBONYL)AMINO] 1 METHYL 2 OXOINDOLIN 3 YL](3 NITROPHENYL)METHYL]CARBAMATE; TERT BUTYL[[3 [(ETHOXYCARBONYL)AMINO] 1 METHYL 2 OXOINDOLIN 3 YL](3,4 DIMETHOXYPHENYL)METHYL]CARBAMATE; TERT BUTYL[[3 [(ETHOXYCARBONYL)AMINO] 1 METHYL 2 OXOINDOLIN 3 YL](4 BROMOPHENYL)METHYL]CARBAMATE; TERT BUTYL[[3 [(ETHOXYCARBONYL)AMINO] 1 METHYL 2 OXOINDOLIN 3 YL](4 CHLOROPHENYL)METHYL]CARBAMATE; TERT BUTYL[[3 [(ETHOXYCARBONYL)AMINO] 1 METHYL 2 OXOINDOLIN 3 YL](4 FLUOROPHENYL)METHYL]CARBAMATE; TERT BUTYL[[3 [(ETHOXYCARBONYL)AMINO] 1 METHYL 2 OXOINDOLIN 3 YL](4 METHYLPHENYL)METHYL]CARBAMATE; TERT BUTYL[[3 [(ETHOXYCARBONYL)AMINO] 1 METHYL 5 FLUORO 2 OXOINDOLIN 3 YL](PHENYL)METHYL]CARBAMATE; TERT BUTYL[[3 [(ETHOXYCARBONYL)AMINO] 1,5 DIMETHYL 2 OXOINDOLIN 3 YL](PHENYL)METHYL]CARBAMATE; TERTIARY AMINE; THIOUREA; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ARTICLE; ASYMMETRIC SYNTHESIS; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CATALYST; DRUG STRUCTURE; DRUG SYNTHESIS; ENANTIOSELECTIVITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MANNICH REACTION; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION OPTIMIZATION; STEREOCHEMISTRY;

EID: 84977525576     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/acs.joc.6b00278     Document Type: Article

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