Stereoselective route to the ezoaminuroic acid core of the ezomycins |
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Authors: | Khalaf Juhienah K Datta Apurba |
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Affiliation: | Department of Medicinal Chemistry, 1251 Wescoe Hall Drive, University of Kansas, Lawrence, KS 66045, USA. adutta@ku.edu |
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Abstract: | 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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