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  • Indole Diterpene Synthetic Studies. Total Synthesis of(+)-Nodulisporic Acid F and Construction of the Heptacyclic Coresof (+)-Nodulisporic Acids A and B and (−)-Nodulisporic Acid D
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  • A first-generation strategy for construction of (+)-nodulisporic acids A (1) and B (2) is described. Thestrategy entails union of the eastern and western hemisphere subtargets via the indole synthesis protocoldeveloped in our laboratory. Subsequent elaboration of rings E and F, however, revealed the considerableacid instability of the C(24) hydroxyl, thereby preventing further advancement. Nonetheless, preparationof the heptacyclic core of (+)-nodulisporic acids A and B, the total synthesis of (+)-nodulisporic acidF, the simplest member of the nodulisporic acid family, and elaboration of the heptacyclic core of (−)-nodulisporic acid D were achieved.
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