Regiodivergent Desymmetrization Reaction of meso-Azabicycloheptene Providing Two Enantioenriched Structural Isomers

A novel catalytic asymmetric reaction is reported where the regiodivergent desymmetrisation of meso-azabicycloheptene via allylic oxidation using a single chiral copper catalyst produced two different, enantioenriched structural isomers in high optical purity starting from a single compound. The enantiose-lectivity of the two structurally isomeric compounds was enriched to >99.5% ee after derivatization.

Automated summary

A novel catalytic asymmetric reaction was reported, where the regiodivergent desymmetrisation of meso-azabicycloheptene was achieved via allylic oxidation using a single chiral copper catalyst, producing two different, enantioenriched structural isomers with high optical purity from a single compound. The enantioselectivity of the two structurally isomeric compounds was enriched to >99.5% ee after derivatization.