Synthesis of Ring C Modified Sesbanimide Analogues

Article abstract of DOI:10.1016/S0040-4020(01)80499-3

D-(+)-Xylose has been converted into C-ring modified analogues of (+)-sesbanimide A, via tricyclic aldehyde 4 as a central intermediate.The synthetic strategy involved the condensation of 4 with appropriate allylstannanes, as C-ring precursors, employing TiCl3(OiPr) as a highly effective electrophilic catalyst. Key Word Index: allylstannanes; titanium trichloride isopropoxyde; stereocontrol; enantioselective