Manganese (III)-based oxidative fragmentation-cyclization reactions of unsaturated cyclobutanols

BB Snider, NH Vo, BM Foxman

Index: Snider, Barry B.; Vo, Nha Huu; Foxman, Bruce M. Journal of Organic Chemistry, 1993 , vol. 58, # 25 p. 7228 - 7237

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Citation Number: 38

Abstract

The one-electron oxidation of cyclobutanols to give y-keto radicals is well-known. We wanted to develop procedures that would permit the acyclic y-keto radical to be trapped by cyclization to a proximate double bond to give a new cyclic structure. The double bond could be conjugated to the ketone produced in the fragmentation as shown in eq 1 or attached to the cyclobutane fragment by a tether as shown in eq 2. We have developed a class of ...

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