Abstract
A scalable, second-generation synthesis of the densely functionalized eastern tricyclic lactone (+)-6, a common intermediate, for construction of the nodulisporic acids has been achieved. Modifications to the first-generation route now permit access to (+)-6 in 17 steps with an overall 16.5% yield. Key carbon-carbon bond constructions include a Kirk-Petrow (phenylthio)methylation, a Sc(OTf)3 catalyzed hydroxymethylation, a Stille carbonylation, and a Koga three-component, conjugate addition- alkylation sequence.
Original language | English (US) |
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Pages (from-to) | 19-24 |
Number of pages | 6 |
Journal | Organic Process Research and Development |
Volume | 11 |
Issue number | 1 |
DOIs | |
State | Published - Jan 1 2007 |
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry