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Synthesis of isoxazoles and isothiazoles from .alpha.-oxo ketene dithioacetals

โœ Scribed by Dieter, R. Karl; Chang, Hsiu Ju


Book ID
126125273
Publisher
American Chemical Society
Year
1989
Tongue
English
Weight
682 KB
Volume
54
Category
Article
ISSN
0022-3263

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Synthesis of ฮฑ-pyrones from ฮฑ-oxo ketene
โœ R.Karl Dieter; Jeffrey R. Fishpaugh ๐Ÿ“‚ Article ๐Ÿ“… 1986 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 235 KB

a-Ox0 ketene dithioacetals can be converted into a-pyrones in a three step process involving 1,2-nucleophilic addition of ester or ketone enolate anions, acid promoted rearrangement, and subsequent en01 lactonization. Utilization of ester enolates affords 6-alkylthio a-pyrones while ketone enolates