The first transannular [4+3] cycloaddition reaction: synthesis of the ABCD ring structure of cortistatins |
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Authors: | Derek T Craft |
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Institution: | Department of Chemistry and Biochemistry, Miami University Oxford, OH 45056, United States |
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Abstract: | 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 ABCD ring structure of the natural products cortistatins. |
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