Synthesis of the Core Structure of the Fungal Metabolite Benesudon: Use of Oxidative Decarboxylation

DLJ Clive, Minaruzzaman, and, H Yang

Index: Clive, Derrick L. J.; Minaruzzaman; Yang, Haikang Organic Letters, 2005 , vol. 7, # 25 p. 5581 - 5583

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Citation Number: 6

Abstract

Our plan was to attach the exocyclic methylene unit last, so the immediate objective became the ketene acetal 6, which we felt might be reached from 7 or 8 by a proper choice of X (Scheme 1). To restrict double bond formation to C(3a)−C(7a) (see Scheme 1), the route via 8 would probably require that, in the intended synthesis of benesudon, the group X should have a particular stereochemistry (which would depend on the nature of X) relative to both the single hydrogen that would ...