C-glycosides and C-disaccharide precursors through carbonylative stille coupling reactions

Article abstract of DOI:10.1016/S0040-4039(96)02367-2

Under CO atmosphere and in the presence of Pd₂(dba)₃ and Ph₃As a suitably protected 1-stannylglucal derivative could be carbonylated and coupled to 5-bromo-7-oxabidyclo[2.2.1]hept-5-en-2-yl derivatives. The carbonylative Stille coupling was also successful between 1-iodoglucals and tributyl(vinyl)stannane or tributyl(fur-2-yl)stannane. A cross-conjugated dienone was also obtained through coupling of a 1-stannylglucal with a 1-iodoglucal derivative.