6533b85dfe1ef96bd12be951

RESEARCH PRODUCT

A Short Synthesis of Polysubstituted Pyrrolidines via α-(Alkylidene­amino)nitriles

Nino MeyerTill Opatz

subject

Turn (biochemistry)DeprotonationReaction sequenceChemistryYield (chemistry)Organic ChemistryOrganic chemistryAmino nitrilesGeneral MedicineConjugated systemMedicinal chemistryPyrrole derivatives

description

α-(Alkylideneamino)nitriles can be deprotonated under mild conditions. Their conjugated anions react with enones in a 1,4-addition to yield δ-keto-α-(alkylideneamino)nitriles which in turn can be reduced to form pyrrolidines in a one-pot reaction sequence.

https://doi.org/10.1055/s-2004-817774