Molecules | |
Cycloaddition Reactions of C,N-Diphenylnitrone to Methylene-γ-butyrolactones | |
Martina Cacciarini1  Franca M. Cordero1  Cristina Faggi1  | |
[1] Dipartimento di Chimica Organica "Ugo Schiff", Centro di studio sulla Chimica e la Struttura dei Composti Eterociclici e loro Applicazioni (CSCEA) C. N. R., Università di Firenze, via G. Capponi 9, I-50121 Firenze, Italy | |
关键词: Nitrones; lactones; 1; 3-dipolar cycloaddition; stereoselectivity; regioselectivity; | |
DOI : 10.3390/50400637 | |
来源: mdpi | |
【 摘 要 】
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.
【 授权许可】
CC BY
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
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