Model Studies for a Ring??Closing Metathesis Approach to the Bafilomycin Macrolactone Core from a 2, 2??Dimethoxy Tetraenic Ester Precursor

A Chevalley, J Prunet, M Mauduit…

Index: Chevalley, Alice; Prunet, Joelle; Mauduit, Marc; Ferezou, Jean-Pierre European Journal of Organic Chemistry, 2013 , # 36 p. 8265 - 8278

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Abstract

Abstract A ring-closing metathesis strategy is reported for the construction of the 16- membered macrolactone core of the bafilomycins. One decisive key feature is the presence of a 2, 2-dimethoxyketal functionality at C-2 that provides the required flexibility to the tetraenic ester precursor, allowing the ring-closing metathesis reaction to take place. Three different model esters of increasing complexity were successfully subjected to the 1, 3- ...

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