A study of the conjugate addition of thionucleophiles to 2(5H)-furanones

作者:Busque F; de March P*; Figueredo M; Font J; Gonzalez L
来源:European Journal of Organic Chemistry, 2004, (7): 1492-1499.
DOI:10.1002/ejoc.200300693

摘要

Several new 4-thio-4,5-dihydro-2(3H)-furanones were prepared by the conjugate addition reactions of different thioacids, dithioacids, xanthates and dithiocarbamates to 2(5H)-furanones. When 5-methyl-2(5H)-furanone was used as the electrophilic substrate, the reaction was diastereoselective affording exclusively the cis-alpha,beta-disubstituted butanolides. Some adducts were selectively hydrolysed to deliver a free thiol functionality.

  • 出版日期2004-3-26