Journal of Organic Chemistry p. 3230 - 3234 (1981)
Update date:2022-09-26
Topics:
Shiosaki, Kazumi
Fels, Gregor
Rapoport, Henry
A versatile and efficient synthesis for various β-keto esters, including those which are α substituted, is described.The α-thio iminium salt prepared from a thioamide and a primary or secondary alkylating agent is subjected to sulfur extrusion upon addition of base and a phosphine thiophile, and the result is an enamino ester which may be hydrolyzed to the desired β-keto ester.The method is also applicable to the preparation of various substituted β-keto nitriles.
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Doi:10.1055/s-1981-29403
(1981)Doi:10.1016/0040-4039(81)89011-9
(1981)Doi:10.1039/P19810001371
(1981)Doi:10.1021/jo801864m
(2009)Doi:10.1055/s-1981-29456
(1981)Doi:10.1016/S0040-4039(00)60826-2
(1992)