A first example of boronic acid catalyzed intermolecular aza-Piancatelli rearrangement
to access a wide range of trans-4,5-disubstituted cyclopentenones is described. The catalytic system can also be
extended to intramolecular aza-Piancatelli rearrangement to afford a wide range of
azaspirocycles. Good to excellent yields were obtained in an excellent diastereoselective
manner.
Key words
boronic acid - aza-Piancatelli rearrangement - furylcarbinols - cyclopentenones -
azaspirocycles