Abstract
AbstractA synthetic process merging oxidative dearomatization and asymmetric aminocatalysis in a single vessel is reported. The PhI(OAc)2‐mediated oxidation of 1,4‐dihydroxynaphthalene is followed by a trienamine‐mediated Diels–Alder cycloaddition/aldol reaction or a trienamine‐mediated Diels–Alder cycloaddition/oxidation sequence depending on the dienal substitution pattern. The polycyclic compounds are obtained in good yields with enantiomeric excesses up to 99 %. Additionally, these polycyclic architectures can be synthesized with similar enantioselectivities through an unprecedented one‐pot marriage of bodipy‐photocatalyzed oxidative dearomatization of 1‐naphthol and asymmetric aminocatalysis. A catalytic cycle is suggested to explain the reaction outcome.
Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
