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Craft DT, Gung BW. The first transannular [4+3] cycloaddition reaction: synthesis of the ABCD ring structure of cortistatins. Tetrahedron Lett. 2008;49(41):5931-5934doi: 10.1016/j.tetlet.2008.07.155.
Craft, D. T., & Gung, B. W. (2008). The first transannular [4+3] cycloaddition reaction: synthesis of the ABCD ring structure of cortistatins. Tetrahedron letters, 49(41), 5931-5934. https://doi.org/10.1016/j.tetlet.2008.07.155
Craft, Derek T, and Gung, Benjamin W. "The first transannular [4+3] cycloaddition reaction: synthesis of the ABCD ring structure of cortistatins." Tetrahedron letters vol. 49,41 (2008): 5931-5934. doi: https://doi.org/10.1016/j.tetlet.2008.07.155
Craft DT, Gung BW. The first transannular [4+3] cycloaddition reaction: synthesis of the ABCD ring structure of cortistatins. Tetrahedron Lett. 2008 Oct 06;49(41):5931-5934. doi: 10.1016/j.tetlet.2008.07.155. PMID: 19812680; PMCID: PMC2597840.
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Tetrahedron Lett. 2008 Oct 06;49(41):5931-5934. doi: 10.1016/j.tetlet.2008.07.155.

The first transannular [4+3] cycloaddition reaction: synthesis of the ABCD ring structure of cortistatins.

Tetrahedron letters

Derek T Craft, Benjamin W Gung

Affiliations

  1. Department of Chemistry and Biochemistry, Miami University Oxford, OH 45056.

PMID: 19812680 PMCID: PMC2597840 DOI: 10.1016/j.tetlet.2008.07.155

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 ABC ring structure of the natural products cortistatins.

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