Microbiological oxygenation of bridgehead azabicycloalkanes

…, RA Johnson, JI Cialdella, WF Liggett…

Index: Davis, Charles R.; Johnson, Roy A.; Cialdella, Joyce I.; Liggett, Walter F.; Mizsak, Stephen A.; Marshall, Vincent P. Journal of Organic Chemistry, 1997 , vol. 62, # 7 p. 2244 - 2251

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Citation Number: 28

Abstract

A series of N-substituted bridgehead azabicycloalkanes has been prepared and examined as substrates for microbiological oxygenation using the fungi Beauveria bassiana, Rhizopus nigricans, Aspergillus ochraceus, and Rhizopus arrhizus. Oxygenation using B. bassiana of N-tosyl-7-azabicyclo [2.2. 1] heptane gave N-[p-(hydroxymethyl) benzenesulfonyl]-7- azabicyclo [2.2. 1] heptane (56% yield), of N-(phenyloxycarbonyl)-7-azabicyclo [2.2. 1] ...