Organocatalytic Enantioselective Alkylation of Pyrazol-3-ones with Isatin-Derived Ketimines: Stereocontrolled Construction of Vicinal Tetrasubstituted Stereocenters

6533b858fe1ef96bd12b5b64

RESEARCH PRODUCT

Organocatalytic Enantioselective Alkylation of Pyrazol-3-ones with Isatin-Derived Ketimines: Stereocontrolled Construction of Vicinal Tetrasubstituted Stereocenters

Gonzalo Blay M. Carmen Muñoz Carlos Vila José R. Pedro Fares Ibrahim Amr

subject

Organocatalysis Estereoquímica 010405 organic chemistry Stereochemistry Isatin Isatin-derived ketimines Enantioselective synthesis General Chemistry Alkylation 010402 general chemistry 01 natural sciences Quaternary stereocenters 0104 chemical sciences Stereocenter chemistry.chemical_compound Catàlisi chemistry FISICA APLICADA Organocatalysis Asymmetric catalysis Organic chemistry Pyrazolones Pyrazolones Vicinal

description

A quinine-derived thiourea catalysed the enantioselective addition of 4-substituted pyrazolones to isatin-derived ketimines, providing a variety of aminooxindole-pyrazolone adducts containing congested vicinal tetrasubstituted stereocentres with excellent outcomes (up to 98% yield, >20:1 dr and 98% ee).

year	journal	country	edition	language
2016-01-01	Advanced Synthesis & Catalysis

https://doi.org/10.1002/adsc.201600036

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