The Journal of Organic Chemistry

Direct observation of. alpha.-oxo ketenes formed from 1, 3-dioxin-4-ones and the enols of. beta.-keto esters

B Freiermuth, C Wentrup

Index: Freiermuth, Beat; Wentrup, Curt Journal of Organic Chemistry, 1991 , vol. 56, # 7 p. 2286 - 2289

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Citation Number: 58

Abstract

Summary: The enol forms of@-keto esters thermolyze to alcohols and a-oxo ketenes, which are characterized by low-temperature IR spectroscopy and on warming regenerate the@- hydroxy-a,@-unsaturated esters. The matrix isolated s-2 and sE forms of a-oxo ketenes are characterized and photochemically converted into other conformers or sites. Matrix photolysis of 2, 2, 6-trimethyl-1, 3-dioxin-4one gives the s-2 acetylketene initially. a-Oxo ...