Cyclic Dienes. XVI. 9, 10-Dimethylene-1, 7-dioxacyclohendecane-2, 6-dione, A Cyclic Ester from 2, 3-Di-(hydroxymethyl)-1, 3-butadiene1, 2

WJ Bailey, WR Sorenson

Index: Bailey; Sorenson Journal of the American Chemical Society, 1956 , vol. 78, p. 2287,2289

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Citation Number: 12

Abstract

A cyclic diene, 9, 10-dimethylene-1, 7-dioxacyclohendecane-2, 6-dione, that possesses two ester groups in an eleven-membered ring was prepared by ester interchange between 2, 3- di-(hydroxymethyl)-1, 3-butadiene and dimethyl glutarate. The dienediol was prepared in four steps from malonic ester in an over-all yield of 22%, based on unrecovered material. The bimalonic ester was, in effect, reductively acetylated with lithium aluminum hydride ...