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7448300 
Journal Article 
Novel spiroheterocycles by aziridination of alpha-methylene-gamma- and -delta-lactams 
Loreto, MA; Migliorini, A; Tardella, PA; Gambacorta, A 
2007 
Yes 
European Journal of Organic Chemistry
ISSN: 1434-193X
EISSN: 1099-0690 
2007 
14 
2365-2371 
English 
New potentially bioactive α-spiroaziridino-γ- and -δ-lactams have been prepared by treatment of α-methylene-γ- and -δ-lactams with ethyl N-([(4-nitrophenyl)sulfonyl]oxy)-carbamate (NsONHCO2Et) in the presence of CaO. These compounds, through reductive aziridine ring opening, can be intermediates for the synthesis of α- and β-aminolactams, which are useful as conformational constraints in peptides. The above procedure has been successfully extended to one α-methyleneoxindole to obtain a new spirooxindole derivative, a potential precursor of natural alkaloids. © Wiley-VCH Verlag GmbH & Co. KGaA, 2007. 
aziridination; lactams; spiroheterocycles; ring opening; amino lactams 
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