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Alnasleh BK, Rubina M, Rubin M. Templated assembly of medium cyclic ethers via exo-trig nucleophilic cyclization of cyclopropenes. Chem Commun (Camb). 2016;52(47):7494-6doi: 10.1039/c6cc02178f.
Alnasleh, B. K., Rubina, M., & Rubin, M. (2016). Templated assembly of medium cyclic ethers via exo-trig nucleophilic cyclization of cyclopropenes. Chemical communications (Cambridge, England), 52(47), 7494-6. https://doi.org/10.1039/c6cc02178f
Alnasleh, Bassam K, et al. "Templated assembly of medium cyclic ethers via exo-trig nucleophilic cyclization of cyclopropenes." Chemical communications (Cambridge, England) vol. 52,47 (2016): 7494-6. doi: https://doi.org/10.1039/c6cc02178f
Alnasleh BK, Rubina M, Rubin M. Templated assembly of medium cyclic ethers via exo-trig nucleophilic cyclization of cyclopropenes. Chem Commun (Camb). 2016 Jun 14;52(47):7494-6. doi: 10.1039/c6cc02178f. Epub 2016 May 23. PMID: 27210442.
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Chem Commun (Camb). 2016 Jun 14;52(47):7494-6. doi: 10.1039/c6cc02178f. Epub 2016 May 23.

Templated assembly of medium cyclic ethers via exo-trig nucleophilic cyclization of cyclopropenes.

Chemical communications (Cambridge, England)

Bassam K Alnasleh, Marina Rubina, Michael Rubin

Affiliations

  1. Department of Chemistry, University of Kansas, 1251 Wescoe Hall Dr., Lawrence, KS 66045-7582, USA. [email protected].

PMID: 27210442 DOI: 10.1039/c6cc02178f

Abstract

A novel method for the assembly of medium heterocycles via an intramolecular nucleophilic addition to cyclopropenes generated in situ from the corresponding bromocyclopropanes is described. The exo-trig nucleophilic cyclizations were shown to proceed very efficiently and in a highly diastereoselective fashion affording cis-fused bicyclic products possessing 7 to 10-membered medium rings; starting from a diastereomeric mixtures of bromocyclopropanes.

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