A 14-membered macrocycle with an allene and a furan strategically located at across the ring from each other is synthesized using an allene ring closing metathesis reaction. Upon treatment of the macrocycle with a catalytic amount of Pd(OAc)(2) and other additives, the first transannular [4+3] cycloaddition occurred to yield 37% of a tetracyclic compound containing the ABC ring structure of the natural products cortistatins.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2597840 | PMC |
| http://dx.doi.org/10.1016/j.tetlet.2008.07.155 | DOI Listing |
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