6533b838fe1ef96bd12a4828
RESEARCH PRODUCT
Traceless chirality transfer from a norbornene β-amino acid to pyrimido[2,1-a]isoindole enantiomers
Matti HaukkaZsolt GallaFerenc FülöpFerenc FülöpKristóf BozóFerenc Miklóssubject
chemistry.chemical_classificationpharmacyamino acidsheterocycles010405 organic chemistryStereochemistrybiologyOrganic Chemistry010402 general chemistrychemistry01 natural sciencesCatalysis0104 chemical sciencesAmino acidInorganic Chemistrychemistry.chemical_compoundchemistryPhysical and Theoretical ChemistryEnantiomerIsoindoleChirality (chemistry)ta116Norbornenedescription
Abstract The synthesis of two enantiomeric pairs of pyrimidoisoindoles 9a, 9b and 10a, 10b is reported. During a domino ring-closure reaction, followed by cycloreversion, the chirality of diendo-(−)-(1R,2S,3R,4S)-3-aminobicyclo[2.2.1]hept-5-ene-2-carboxamide [(−)-1] was successfully transfered to heterocycles (+)-9a, (+)-10a, (−)-9b, (−)-10b and (−)-10c.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2017-10-01 | Tetrahedron: Asymmetry |