ChemInform Abstract: An Expeditious Route to the Synthesis of Highly Functionalized Chiral Oxepins from Monosaccharides.
Abstract
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ChemInform Abstract
A novel and versatile route to highly functionalized chiral oxepins [cf. (VI) and (IX)] derived from partially protected aldofuranoses such as (I) is reported. The transformation proceeds via Wittig olefination of the anomeric center followed by allylation or oxopalladation of (III). Ring-closing metathesis of the resulting dienes (V) and (VIII) yields the ring-expanded products.
