Tetrahedron p. 245 - 248 (1986)
Update date:2022-08-03
Topics:
Abbott, Frank S.
Slatter, J. Gregory
Kang, Gun Il
The oxidation of (+/-)-2-ethyl-1,5-dimethyl-3,3-diphenylpyrrolinium perchlorate (1, EDDP) with m-chloroperbenzoic acid (MCPBA) afforded diastereomeric 2-(4',4'-diphenylheptan-5'-one-2'-yl)-oxaziridine (2), 4,4-diphenyl-2,5-heptadione (3), and the known compounds 2-ethyl-5-methyl-3,3-diphenyl-1-pyrroline (5, EMDP) and 1,5-dimethyl-3,3-diphenylpyrrolidone (4, DDP). 13C and 1H NMR results for the new compounds and mechanisms for their formation are discussed.
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