Journal
CHEMICAL SCIENCE
Volume 6, Issue 2, Pages 1252-1257Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4sc02612h
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Funding
- University of Munster
- Deutsche Forschungsgemeinscha (DFG) [SFB 858, Z1]
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Stereoselective synthesis of pyrazolidinones via dipolar cycloaddition of azomethine imines with active esters under Lewis base catalysis is presented. The active esters are readily generated in situ from the corresponding acids. Products, which are obtained with excellent diastereocontrol and high enantioselectivity, contain along with the pyrazolidinone core also the tetrahydroisoquinoline structural motif. Theoretical studies give insight into the mechanism of the formal cycloaddition reaction.
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