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Tetrahedron

Further reactions of t-butyl 3-oxobutanthioate and t-butyl 4-diethyl-phosphono-3-oxobutanthioate: Carbonyl coupling reactions, amination, use in the preparation of 3- …

SV Ley, SC Smith, PR Woodward

文献索引:Ley, Steven V.; Smith, Stephen C.; Woodward, Peter R. Tetrahedron, 1992 , vol. 48, # 6 p. 1145 - 1174

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被引用次数: 113

摘要

The use of t-butyl-3-oxobutanthioate (1) and t-butyl 4-diethylphosphono-3-oxobutanthioate (2) for the preparation of homologated derivatives suitable for amination in the presence of silver (I) trifluoroacetate to afford the corresponding β-ketoamides is discussed. In particular Wadsworth-Emmons coupling reactions of (2) with various carbonyl compounds gave good yields of E-substituted products. Many of the β-ketoamides were shown to be suitable ...