Isoxazolidine is the organic compound with the formula (CH<sub>2</sub>)<sub>3</sub>(NH)O. It is the parent of a family of compounds called Isoxazolidines, which are saturated C<sub>3</sub>NO heterocyclic rings where the nitrogen and oxygen occupy adjacent positions (1 and 2). They are the saturated analogues of Isoxazoles, and they are isomeric with oxazolidines, where the N and O are separated by one carbon.
Isoxazolidines can be produced by the nitrone-olefin (3+2) cycloaddition reaction.
They represent precursors to 1,3-aminoalcohols. The series Organic Syntheses provides detailed procedures that yield isoxazolidines, e.g., from styrene and N-phenylmaleimide. Some isoxazolidines are of medicinal interest.