Tetrahedron letters

The reaction of alkyl 4-hydroxy-2-alkynoates and 4-hydroxy-2-alkyn-1-ones with palladium tributylammonium formate and with tributylamine: Preparation of 1, 4- …

A Arcadi, S Cacchi, F Marinelli, D Misiti

Index: Arcadi, A.; Cacchi, S.; Marinelli, F.; Misiti, D. Tetrahedron Letters, 1988 , vol. 29, # 12 p. 1457 - 1460

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Citation Number: 29

Abstract

Abstract Ethyl 4-oxo-2-alkenoates and 1, 4-dioxo-2-alkenes are easily prepared by treating ethyl 4-hydroxy-2-alkynoates and 4-hydroxy-2-alkyn-1-ones with n-tributylamine. Treatment of ethyl 4-hydroxy-2-alkynoates and 4-hydroxy-2-alkyn-1-ones with palladium- tributylammonium formate produces ethyl 4-oxo-alkanoates and 1, 4-alkandiones in good to high yield through a novel one-pot isomerization/hydrogenation reaction.

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