Abstract
(Chemical Equation Presented) A first-generation strategy for construction of (+)-nodulisporic acids A (1) and B (2) is described. The strategy entails union of the eastern and western hemisphere subtargets via the indole synthesis protocol developed in our laboratory. Subsequent elaboration of rings E and F, however, revealed the considerable acid instability of the C(24) hydroxyl, thereby preventing further advancement. Nonetheless, preparation of the heptacyclic core of (+)-nodulisporic acids A and B, the total synthesis of (+)-nodulisporic acid F, the simplest member of the nodulisporic acid family, and elaboration of the heptacyclic core of (-)-nodulisporic acid D were achieved.
Original language | English (US) |
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Pages (from-to) | 4596-4610 |
Number of pages | 15 |
Journal | Journal of Organic Chemistry |
Volume | 72 |
Issue number | 13 |
DOIs | |
State | Published - Jun 22 2007 |
ASJC Scopus subject areas
- Organic Chemistry