Stereoselective Lewis base catalyzed formal 1,3-dipolar cycloaddition of azomethine imines with mixed anhydrides.
نویسندگان
چکیده
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.
منابع مشابه
Stereoselective Lewis base catalyzed formal 1,3-dipolar cycloaddition of azomethine imines with mixed anhydrides† †Electronic supplementary information (ESI) available: Detailed experimental procedures, and spectral data for all compounds, including scanned images of 1H and 13C NMR spectra. CCDC 1019046. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c4sc02612h
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ورودعنوان ژورنال:
- Chemical science
دوره 6 2 شماره
صفحات -
تاریخ انتشار 2015