gem-Dichlorocyclopropanes as masked esters: a novel synthesis of β-methoxycarbonyl aldehydes and ketones

MG Banwell

Index: Banwell, Martin G. Journal of the Chemical Society, Chemical Communications, 1983 , # 23 p. 1453 - 1454

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Abstract

The carbonyl conjugated gem-dichlorocyclopropanes (1 ) react with sodium methoxide in methanol affording ,t?-methoxycarbonyl aldehydes and ketones in high yield. ... The ring-opening react ions of carbonyl conjugated cyclopro- panes have been studied extensive1y.l By comparison, little is known about the chemistry of the corresponding gem- dihalogenocyclopropanes.2 Herein, we report that both ring- fused and open-chain gem- ...