The cycloaddition reaction of nitrones to unsaturated methylsulfones and substituted crotonic esters gives a sole product or a mixture of tri- or tetra-substituted isoxazolidines, such that with disubstituted dipolarophiles the regiochemistry is dependent upon the nitrone and the vicinal electron-withdrawing group (CN or CO2Me) but with trisubstituted olefins, regiospecific cycloadditions are observed.
GothelfK. V. and JorgensenK. A., Chem. Rev., 1998, 98, 863 and references cited therein.
6.
JouclaM., GreeD. and HamelinJ., Tetrahedron, 1973, 29, 2315;
7.
JouclaM. and HamelinJ., J. Chem. Res. (S), 1978, 276;
8.
GrünangerP. and Vita-FinziP., The Chemistry of Heterocyclic Compounds, ed. TaylorE. C., Weissberger, 1990, A. vol. 49, pp. 649–777.
9.
Chanet-RayJ., Charmier-JanuàrioM. O., ChouS. and VessièreR., J. Chem. Res. (S), 1994, 382;
10.
Chanet-RayJ., Charmier-JanuárioM. O., VessièreR. and ZuccarelliM., J. Heterocycl. Chem., 1994, 31, 1667.
11.
CroceP. D., La RosaC., StradiR. and BallabioM., J. Heterocycl. Chem., 1983, 20, 519;
12.
de BlasJ., CarreteroJ. C. and DominguezE., Tetrahedron Asymmetry, 1995, 6, 1035;
13.
SimpkinsN. S., Sulfones in Organic Synthesis, Tetrahedron Organic Chemistry Series vol. 10, ed. BaldwinJ.E., FRS and MagnusP. D., FRS, Pergamon Press, New York, 1993.
14.
Reviews: TufarielloJ. J., 1,3-Dipolar Cycloaddition Chemistry, ed. PadwaA., Wiley Interscience, New York, 1984, vol. 2, pp. 83–168;
15.
PadwaA., 1,3-Dipolar Cycloaddition Chemistry vol. 2, pp. 277–406;
16.
AnnunziataR., CinquiniM., CozziF. and RaimondiL., J. Org. Chem., 1990, 55, 1901 and references cited therein.
17.
BaskaranS. and TrivediG. K., J. Chem. Res. (S), 1996, 542;
18.
BaskaranS., VasuJ., KodukullaR. R. K., TrivediG. K. and ChandrashekarJ., Tetrahedron, 1996, 52, 4515;
19.
JouclaM., GreeD. and HamelinJ., J. Chem. Res. (S), 1978, 240.
20.
DoppD. and WalterJ., J. Heterocycl. Chem., 1983, 20, 1055;
21.
DoppD. and HenseleitM., Chem. Ber., 1982, 115, 798;
