Synthesis of (–)-Muricatacin from Tri-O-acetyl-d-glucal

Abstract

The total synthesis of (–)-muricatacin is achieved using commercially available tri-O-acetyl-d-glucal as the starting material. The structure of the intermediate chiral butenolide is established unambiguously by X-ray crystallographic analysis, which consequently leads to correction of a previous structural misassignment.

Key words

oxygen - natural products - γ-lactones - total synthesis - oxidation - furans

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