6533b825fe1ef96bd1281ebc

RESEARCH PRODUCT

Unexplored nucleophilic ring opening of aziridines.

Pablo RodriguezAna M. CosteroSalvador GilMargarita Parra

subject

enediolatePharmaceutical ScienceRing (chemistry)ArticleAnalytical Chemistrylcsh:QD241-441lcsh:Organic chemistryNucleophileDrug DiscoveryOrganic chemistryReactivity (chemistry)Physical and Theoretical ChemistryAmino AcidsChemistryOrganic Chemistryγ-aminoacidsRegioselectivityg-aminoacidsKetonesdiastereoselectivityChemistry (miscellaneous)aziridinesregioselectivityElectrophileMolecular MedicineEpoxy Compounds

description

The reactivity of dianions of carboxylic acids towards aziridines has been studied. Although, a similar reactivity to that of enolates from ketones, esters or amides has been observed, the method directly yields g-aminoacids in one step. The method is complementary of previous results of enenediolate reactivity with other electrophiles. A comparative study with the reactivity of this enediolates with epoxides is included.

10.3390/molecules15129135https://pubmed.ncbi.nlm.nih.gov/21150827