Abstract
The temporary silicon-tethered ring-closing metathesis of chiral non-racemic allylic and homoallylic alcohols affords unsymmetrical Z -configured trisubstituted olefins that readily undergo stereoselective hydroboration and dihydroxylation to provide a novel approach to masked polypropionate and polyol fragments present in an array of biologically important natural products. For example, this strategy provides a convenient method for the construction of polyol fragments relevant to the secondary metabolites amphidinol 3 and lophodiol A, which have antifungal and cytotoxic activity, respectively.
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