6533b853fe1ef96bd12ace27

RESEARCH PRODUCT

Enantioselective synthesis of pyrazolone α-aminonitrile derivatives via an organocatalytic Strecker reaction

Suruchi MahajanKari RissanenKristina DeckersPankaj ChauhanUğur KayaDieter Enders

subject

Strecker amino acid synthesisPyrazolone010402 general chemistry01 natural sciencesCatalysischemistry.chemical_compoundNucleophileMaterials ChemistrymedicineOrganic chemistryenantioselective synthesisTrimethylsilyl cyanideta116010405 organic chemistryMetals and AlloysSquaramideEnantioselective synthesisGeneral Chemistry0104 chemical sciencesSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialschemistryStrecker reactionElectrophileCeramics and CompositesEnantiomermedicine.drug

description

A new organocatalytic enantioselective Strecker reaction of pyrazolone-derived ketimine electrophiles has been developed. Using pseudo-enantiomeric squaramide catalysts the nucleophilic 1,2-addition of trimethylsilyl cyanide to the ketimines efficiently provides a direct entry to both enantiomers of pyrazolone α- aminonitrile derivatives at will in good yields and high enantioselectivities for a wide variety of substrates. peerReviewed

http://urn.fi/URN:NBN:fi:jyu-201706283130