A Modular Approach to Oxoindolizino Quinolines: Efficient Synthesis of Mappicine Ketone (Nothapodytine B)

A Modular Approach to Oxoindolizino Quinolines: Efficient Synthesis of Mappicine Ketone (Nothapodytine B)

A general route to oxoindolizino quinolines, such as nothapodytine A, mappicine, camptothecin, and several chemotherapeutic derivatives, is illustrated by the synthesis of the antiviral natural product from Nothapodytes foetida, mappicine ketone (R1=R4=H, R2=CH3, R3=COC2H5). A wide range of new camp...

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Veröffentlicht in:Angewandte Chemie International Edition 2003-10, Vol.42 (41), p.5059-5061
Hauptverfasser: Raolji, Gajendra B., Garçon, Stéphanie, Greene, Andrew E., Kanazawa, Alice
Format: Artikel
Sprache:eng
Schlagworte:
Combinatorial Chemistry Techniques - methods
cross-coupling
cycloaddition
Indolizines - chemical synthesis
isomerization
Models, Chemical
Molecular Structure
Quinolines - chemical synthesis
rearrangement
total synthesis
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Zusammenfassung:A general route to oxoindolizino quinolines, such as nothapodytine A, mappicine, camptothecin, and several chemotherapeutic derivatives, is illustrated by the synthesis of the antiviral natural product from Nothapodytes foetida, mappicine ketone (R1=R4=H, R2=CH3, R3=COC2H5). A wide range of new camptothecinoids should now be readily available for biological testing.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200352094