Heterocyclic analogs of prostaglandins: I. Synthesis of 3-alkyl (aralkyl)-2, 5-dihydrofuran-2-ones as synthons for 11-deoxy-10-oxaprostanoids

FS Pashkovskii, YM Katok, TS Khlebnikova…

Index: Pashkovskii; Katok; Khlebnikova; Koroleva; Lakhvich Russian Journal of Organic Chemistry, 2003 , vol. 39, # 7 p. 998 - 1009

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Citation Number: 14

Abstract

Abstract 3-Acyl (arylmethyleneacyl) tetronic acids were synthesized. Selective hydrogenation of the carbonyl group in the acyl fragment and reduction of the conjugated double bond afforded in high yield the corresponding 3-alkyl (aralkyl) derivatives possessing either natural or modified prostaglandin α-chain. Reduction of the conjugated double bond in vinylogous 3-alkyl (aralkyl) tetronic acid amides with sodium ...