Wieland-Miescher ketone derived unsaturated diols 4 reacted with Pb(OA
c)(4) to furnish tricyclic enolether intermediate 6 which upon ozonoly
sis gave access to useful synthetic intermediates such as bicyclic lac
tone 7, methyl furanoside 8 and triol 9 (taxoid right-half precursors)
, depending on the solvent used during the ozonolysis and the nature o
f the following synthetic operation. (C) 1998 Elsevier Science Ltd. Al
l rights reserved.