The absolute configuration of the oxirane moiety in asperlin is shown to be (6S,7R) by an unambiguous synthesis of its (6R,7S)-diastereoisomer from D-glucose involving a tandem epoxide formation and intramolecular Wadsworth–Emmons–Horner olefination.
T. K. M. Shing and M. Aloui, J. Chem. Soc., Chem. Commun., 1988, 1525 DOI: 10.1039/C39880001525
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