A Simple and Efficient Synthesis of 1, 4-and 1, 5-Dioxepan-2-one

A Hassannia, G Piercy…

Index: Hassannia, Ali; Piercy, Graeme; Merbouh, Nabyl Letters in Organic Chemistry, 2009 , vol. 6, # 6 p. 478 - 480

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Abstract

A novel synthesis of 1, 4-and 1, 5-dioxepan-2-one lactones was achieved through the regioselective oxidation of 3-(2-hydroxyethoxy) propan-1-ol. Under basic conditions, when 3- (2-hydroxyethoxy) propan-1-ol was oxidized using oxoammonium salts, a quantitative oxidative esterification was observed, resulting in a regioselective lactone ring closure. This oxidation was tailored to afford 1, 4-dioxepan-2-one in very good yield.

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