Construction of Novel Spiroisoxazolines via Intramolecular Cyclization/Methylation.
Improved yields for the syntheses of a variety of spiroisoxazolines were achieved through intramolecular cyclization/methylation reactions of functionalized 5,5-disubstituted isoxazolines in one reaction vessel. Aromatic ring containing nitrile oxides and disubstituted geminal alkenes reacted in a 1,3-dipolar fashion to afford the corresponding 5,5-isoxazoline. A comparison of the relative location of the nucleophile and electrophile on the isoxazoline and two different ester functional groups was performed in order to determine the best isoxazoline system for the intramolecular cyclization/methylation reaction.
Ellis
Erick D
ED
Department of Chemistry & Biochemistry, College of Science, Engineering and Technology, Jackson State University, Jackson, MS 39217 USA.
Xu
Jianping
J
Valente
Edward J
EJ
Hamme
Ashton T
AT