Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Апрель 1, 2025

Precise skeletal manipulation involving insertion, deletion, and replacement has garnered considerable attention within the synthetic chemistry community. Among these processes, multi-atom insertion reactions in acyclic compounds remain a formidable challenge, primarily due to low efficiency of fragment recapture after cleavage, which results from lack substrate-specific proximity during reconstruction stage. Here, we report an asymmetric reaction esters via Rh-catalyzed ring opening oxabicyclic alkenes, achieving excellent regio-, diastereo-, enantioselectivity. This approach enables efficient rapid construction molecular library with chiral hydroxy-dihydronaphthalene scaffold, showcasing atom-efficient reaction. Detailed density functional theory calculations reveal key mechanistic features stereoselectivity-determining model this transformation.

Язык: Английский