Total Synthesis of Baccatin III and Taxol

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...

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Veröffentlicht in:Journal of the American Chemical Society 1996-03, Vol.118 (12), p.2843-2859
Hauptverfasser: Danishefsky, Samuel J, Masters, John J, Young, Wendy B, Link, J. T, 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
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Sprache:eng
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Zusammenfassung: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.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja952692a