218625-46-8Relevant academic research and scientific papers
Template-directed intramolecular C-glycosidation. Synthesis of the central tetrahydrofuran fragment of the elfamycin antibiotic aurodox
Craig, Donald,Payne, Andrew H.,Warner, Peter
, p. 1264 - 1266 (1998)
A 14-step synthesis of the central tetrahydrofuran portion 4 of the elfamycin antibiotic aurodox is described, starting from the D-lyxose derivative 5. The key steps are template-directed intramolecular C-glycosidation by cation-mediated cyclisation of thioglycoside 6, and chelation-controlled addition of ethynylmagnesium bromide to aldehyde 8.
