I. Parshikov, P. Terent’ev, N. F. Piskunkova
May 1, 1997
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Journal
Chemistry of Heterocyclic Compounds
Abstract
In the microbiological transformation of 4-phenylpyrrolidine by growing strains of the fungi Cunninghamella,Beauveria, andPenicillium, its 1-ethyl and 1-acetyl derivatives are formed; these are subsequently oxidized at positions 2 and 3. In contrast, 1-benzoyl-4-phenylpyrrolidine is hydroxylated by those same cultures in positions 3 and 5. For the corresponding 2-pyrrolidone derivatives, the 4-phenyl-2-pyrrolidone is not transformed by these fungi, while the 1-benzoyl-2-pyrrolidone is hydrolyzed at the benzamide group under the same conditions. The structures of the products from these transformations were determined by mass spectrometry.