Aziridines reaction with fullerenes

Figure 15.7 The reaction of aziridine derivatives with fullerenes also can give pyrrolidine derivatives useful for...

Similarly to the reaction with diazomethane, [3 + 2] cycloaddition of alkyl azides to C70 affords three constitutionally isomeric adducts (87, 88, and ( )-89) 46.226,227 Thermal elimination of N2 from the fullerene-fused triazolines showed a preference for the formation of 6-5 open azahomofullerene structures (types 90 and ( )-91) as compared to the 6-6 closed aziridine isomers corresponding to 92 and 93 (Scheme 1.9).226,227... 

The reaction with azomethine ylides is an important dass of [3+2]pyrrolidine derivatives of > (Figure 2.60). Immonium salts, aziridines, oxazolidines or silylated ammonium compounds are sources of the yUde structure. The sequence is often carried out according to Prato in a first step an amino acid (like N-methylglycine) is reacted with an aldehyde or ketone. Subsequent reaction with C > then gives the desired pyrrolidine derivative. A multitude of these is accessible by choosing suitable functionalization of the nitrogen atom or the two carbon atoms in the ring (e.g., by choice of a functionalized aldehyde). 

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