Heterocyclic Compounds
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ChemInform Abstract: Photosensitized Oxidation of Furans. Part 19. Stereoselective Synthesis of Functionalized Methyl cis-3-Aroyl-2,3-epoxypropanoates via 5-Aryl-5-hydroperoxy-2,2-dimethoxy-2,5-dihydrofurans.
First published: April 16, 1996
Abstract
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ChemInform Abstract
Singlet oxygen oxygenation of 5-aryl-2-methoxyfurans (I), recently carried out in a one-pot procedure followed by base treatment of the resulting crude dihydrofurans (II) (≅100% yield) affords a stereoselective synthesis of the oxiranes (III). The reaction occurs efficiently only when the C-4 substituent of (II) is an electron- withdrawing group.
