Taxoid synthesis

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D21389

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active

057602409

ABSTRACT:
Bioactive ABC taxoids accessible by convergent synthesis have an intact AB ring framework of taxol, including the C.sup.13 side chain, and an aromatic C ring which substitutes for the CD ring system found on native taxol. The aromatic C ring may be substituted or unsubstituted. MPT derivatives of ABC taxoids are also disclosed.

REFERENCES:
Masters, et. al, "A Concise Synthesis of a Highly Functionalized C-Aryl Taxol Analog by an Intramolecular Heck Olefination Reaction", Tet. Letters., vol. 34, No. 45, pp. 7253-7256, 1993.
Di Grandi, et. al. "Synthesis of Component Nucleophiles for Delivering the A Ring Of Taxol", J. Org. Chem, 58:4989-4992 (1993).
Nicolaou, et. al. "Chemistry and Biology of Taxol", Angew. Chem. Int. Ed., 33: 15-44 (1994).
Nicolaou, et. al. "A Convergent Strategy Towards Taxol. A Facile Enantioselective Entry into a Fully Functionalized Ring A System", J. Chem. Soc. Chem. Comm., 1117-1118, (1992).
Nicolaou, et. al. "Synthesis of a Fully Functionalized CD Ring System of Taxol", J. Chem. Soc. Chem. Comm., 1118-1119, (1992).
Nicolaou, et. al. "Synthesis of ABC Taxoid Ring Systems via a Convergent Strategy", J. Chem. Soc. Chem. Comm., 1024-1025 (1993).

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