Total synthesis of baccatin III and taxol

…, WG Bornmann, CA Alaimo, CA Coburn…

Index: Danishefsky, Samuel J.; Masters, John J.; Young, Wendy B.; Link; Snyder, Lawrence B.; Magee, Thomas V.; Jung, David K.; Isaacs, Richard C. A.; Bornmann, William G.; Alaimo, Cheryl A.; Coburn, Craig A.; Di Grandi, Martin J. Journal of the American Chemical Society, 1996 , vol. 118, # 12 p. 2843 - 2859

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Citation Number: 437

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.