Preparation and characterization of the fullerene diols 1,2-C(60)(OH)(2), 1,2-C(70)(OH)(2), and 5,6-C(70)(OH)(2).

The simple fullerene diols C(60)(OH)(2) and C(70)(OH)(2) were prepared by addition of RuO(4) followed by acid hydrolysis. The 1,2-C(60)(OH)(2) isomer was formed from C(60), and two isomers (1,2 and 5,6) of C(70)(OH)(2) were formed in the RuO(4) hydroxylation of C(70). These compounds are much more soluble in THF and dioxane than the parent fullerenes. More highly hydroxylated materials are formed as well.

Asymmetric induction in the 1,3-dipolar cycloaddition of chiral nitrile oxide derived from (2R)-bornane-10,2-sultam.

The efficient preparation of the chiral nitrile oxide derived from N-glyoxyloyl-(2R)-bornane-10,2-sultam is presented. The nitrile oxide was trapped in situ with substituted olefins as dipolarophiles to furnish optically active 2-isoxazolines.