Microbiological transformation of derivatives of 4-phenyl-2-pyrrolidone by mycelial fungi
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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.
KeywordsMass Spectrometry Organic Chemistry Mycelial Fungus Benzamide Cunninghamella
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