Cycloaddition of C,N-diphenylnitrone to α-methylene-γ-butyrolactone afforded two diastereomeric 5-spirosubstituted isoxazolidines with high selectivity. Structural assignment was ascertained by NMR studies and an X-ray diffraction experiment on a single crystal of the major isomer and the diastereoselectivity was rationalized on examination of the alternative transition states leading to the two diastereoisomers.
Cycloaddition Reactions of C,N-Diphenylnitrone to Methylene-gamma-butyrolactones / M. CACCIARINI; F. CORDERO; C. FAGGI; A. GOTI. - In: MOLECULES. - ISSN 1420-3049. - ELETTRONICO. - 5:(2000), pp. 637-647. [10.3390/50400637]
Cycloaddition Reactions of C,N-Diphenylnitrone to Methylene-gamma-butyrolactones
CACCIARINI, MARTINA;CORDERO, FRANCA MARIA;FAGGI, CRISTINA;GOTI, ANDREA
2000
Abstract
Cycloaddition of C,N-diphenylnitrone to α-methylene-γ-butyrolactone afforded two diastereomeric 5-spirosubstituted isoxazolidines with high selectivity. Structural assignment was ascertained by NMR studies and an X-ray diffraction experiment on a single crystal of the major isomer and the diastereoselectivity was rationalized on examination of the alternative transition states leading to the two diastereoisomers.
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