Rearrangement of chlorinated β??diketone monomethyl enol ethers with sodium methoxide

R Verhé, L De Buyck, N De Kimpe…

Index: Verhe,R. et al. Bulletin des Societes Chimiques Belges, 1978 , vol. 87, p. 143 - 152

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Citation Number: 7

Abstract

Abstract Reaction of the monomethyl enol ethers of 3-chloro-2, 4-pentanedione and 2-chloro- 1-phenyl-1, 3-butanedione with sodium methoxide in methanol gave hydroxy enol ethers, respectively 3-hydroxy-2, 4, 4-trimethoxy-1-pentene and 3-hydroxy-2, 4, 4-trimethoxy-4- phenyl-1-butene. The reaction mechanism involving the formation and opening of an oxirane predominates the Favorskii-rearrangement.