Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 70, Issue 17, Pages 6937-6940Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo051086n
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Starting from readily available (R)-glycidol, an efficient pathway to a strategically functionalized ezoaminuroic acid derivative of the antifungal ezomycins has been developed. A key transformation in the synthesis involves regio- and stereoselective conversion of the olefinic functionality of a 5,6-dihydropyran-2-one to the C-2, C-3 trans-1,2-amino alcohol moiety as present in ezoaminuroic acid.
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