Total synthesis of the C37-C45 F-ring fragment of Spongistatins

Article abstract of DOI:10.1016/S0040-4039(97)10817-6

The highly substituted F ring of Spongistatins was synthesized from (R)-(+)-3-benzyloxy-2-methylpropan-1-ol (5), using two sequential Sharpless dihydroxylations as key-steps. A 4-deoxy-4-methyl-D-threo-L-glucoheptopyranose derivative was obtained and could be used to generate the corresponding allyl β-C-glycoside.