Novel suicide inhibitors of serine proteinases. Inactivation of human leukocyte elastase by ynenol lactones
…, RW Spencer, EM Thomas, LJ Copp…
Index: Tam, Tim Fat; Spencer, Robin W.; Thomas, Everton M.; Copp, Leslie J.; Krantz, Allen Journal of the American Chemical Society, 1984 , vol. 106, # 22 p. 6849 - 6851
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Citation Number: 25
Abstract
(5) The iodo enol lactone 2 is treated with a terminal alkyne in the presence of a catalytic amount of cuprous iodide (0.05-0.1 equiv) and bis (tripheny1-phosphine) palladium (II) chloride (0.1-0.2 equiv) in triethylamine at 35'C for 4-6 h. Yields vary from 44% to 66%. Deprotection of the trimethylsilylated ynenol lactones is achieved with AgN03/KCN in aqueous ethanol.(6) In this study, only racemic ynenol lactones were tested. la: IH NMR ( ...
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