AI Article Synopsis
- Terpenes pallambins C and D were synthesized in 11 steps using furfuryl alcohol, a cost-effective starting material.
- The synthesis employs a redox-economic strategy that avoids the need for protecting-group manipulations, utilizing a sequential cyclization method to create four-ring structures.
- This work introduced new techniques, including two classical reactions (Robinson annulation and Mukaiyama aldol) and a novel method for difunctionalizing enol ethers, expanding the potential applications of this transformation.
Article Abstract
The structurally intriguing terpenes pallambins C and D have been assembled in only 11 steps from a cheap commodity chemical: furfuryl alcohol. This synthesis, which features a redox-economic approach free of protecting-group manipulations, assembles all four-ring systems via a sequential cyclization strategy. Of these four-ring constructing operations, two are classical (Robinson annulation and Mukaiyama aldol) and two are newly devised. During the course of this work a method for the difunctionalization of enol ethers was developed, and the scope of this transformation was explored.
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Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4919752 | PMC |
| http://dx.doi.org/10.1021/jacs.6b04816 | DOI Listing |
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