Diastereospecific Nazarov Cyclization of Fully Substituted Dienones: Generation of Vicinal All‐Carbon‐Atom Quaternary Stereocenters

Abstract

No vacancy: Fully substituted dienones that are highly polarized by a vinylogous carbonate group were found to undergo a remarkably rapid and diastereospecific Nazarov cyclization that led to cyclopentenones with vicinal all-carbon-atom quaternary centers (see example; SEM=2-(trimethylsilyl)ethoxymethyl, Tf=trifluoromethanesulfonyl).