Attempted synthesis of spongidines by a radical cascade terminating onto a pyridine ring

MA González, S Molina-Navarro

Index: Gonzalez, Miguel A.; Molina-Navarro, Sonia Journal of Organic Chemistry, 2007 , vol. 72, # 19 p. 7462 - 7465

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Citation Number: 20

Abstract

Mn (III)-based oxidative free-radical cyclization of an unsaturated β-keto ester containing a pyridine ring as radical trap has been studied. This intramolecular reaction of nucleophilic carbon-centered radicals with the pyridine ring leads to the stereospecific construction of a tetracyclic compound in which five chiral centers are created in one pot. This synthetic approach represents the first attempt to prepare the anti-inflammatory pyridinium alkaloids ...