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Tetrahedron letters

A convenient deoxygenation of α, β-epoxy ketones to enones

RB dos Santos, TJ Brocksom, U Brocksom

文献索引:Dos Santos, Reginaldo B.; Brocksom, Timothy John; Brocksom, Ursula Tetrahedron Letters, 1997 , vol. 38, # 5 p. 745 - 748

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被引用次数: 24

摘要

A new and efficient methodology for the deoxygenation of α, β-epoxy ketones to enones has been developed, using aminoiminomethanesulfinic acid (thiourea dioxide) as the reducing agent under phase transfer conditions. The epoxides of mesityl oxide, isophorone,(−)- carvone,(+)-6-methyl-carvone,(+)-6-ethyl-carvone and (−)-myrtenal, were converted into their respectives enones in good to excellent yields.