Boronic acid catalysis for aza-piancatelli rearrangement

WB Tang, KS Cao, SS Meng, WH Zheng - Synthesis, 2017 - thieme-connect.com
WB Tang, KS Cao, SS Meng, WH Zheng
Synthesis, 2017thieme-connect.com
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.
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.
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