Total Synthesis of Baccatin III and Taxol
Journal of the American Chemical Society1996Vol. 118(12), pp. 2843–2859
Citations Over TimeTop 10% of 1996 papers
Samuel J. Danishefsky, John J. Masters, Wendy B. Young, J. T. Link, Lawrence B. Snyder, Thomas V. Magee, David Jung, Richard C.A. Isaacs, William G. Bornmann, Cheryl A. Alaimo, Craig A. Coburn, Martin J. Di Grandi
Abstract
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.
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