Journal of the American Chemical Society, Vol.118, No.12, 2843-2859, 1996
Total Synthesis of Baccatin-III and Taxol
An intramolecular Heck reaction (90 --> 91) serves as the key step in the total synthesis of the titled compounds. The synthetic route is based on utilizing the Wieland-Miescher ketone (5) as a matrix to provide the C and D rings of the targets and to provide functionality implements for joining this sector to an A ring precursor (6). Catalytically induced enantiotopic control and early emplacement of the oxetane are other features of the route.
Keywords:LACTAM SYNTHON METHOD;C-13 SIDE-CHAIN;HIGHLY EFFICIENT;CD SUBSTRUCTURE;ANALOGS;ROUTE;RING;HEMISYNTHESIS;CHEMISTRY;SELENIDES