Preparation and Diels-Alder reactions of 1, 1-dicarbonylalkenes

TR Hoye, AJ Caruso, AS Magee

Index: Hoye, Thomas R.; Caruso, Andrew J.; Magee, Andrew S. Journal of Organic Chemistry, 1982 , vol. 47, # 21 p. 4152 - 4156

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Citation Number: 27

Abstract

Receioed October 6, 1981 1, l-Dicarbonyl-(ester, ketone, lactone) substituted alkenes are prepared from the corresponding saturated 1-phenylsulfinyl derivatives. These are formed from precursor sulfides, which can be efficiently prepared either by oxidation of 8-hydroxy-a- phenylsulfenylcarbonyl compounds or direct acylation of a-phenylsulfenyl enolate anions with acid chlorides Some of the title compounds can be isolated and then reacted while ...