A short and efficient synthesis of 4-hydroxy-5-(1-hydroxyalkyl)-γ-butyrolactones |
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Authors: | J.W. Scheeren J. Lange |
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Affiliation: | Laboratory for Organic Chemistry, University of Nijmegen, Toernooiveld, 6525 ED NIJMEGEN, The Netherlands. |
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Abstract: | The cycloaddition of α,β-epoxyaldehydes or ketones () with the ketene acetal MeHC=C(OMe)2 () gives epoxyoxetanes () in high yields. Without isolation they can be transformed into 4-hydroxy-5-(1-hydroxyalkyl)-γ-butyrolactones () via the epoxy esters and trihydroxy esters (). The lactones appear to be valuable precursors for the synthesis of 5-(1-hydroxyalkyl)-3-methyl-2-5H-furanones () and 3-methyl-5-ylidene-2-5H-furanones () |
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