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Donslund BS, Monleón A, Larsen J, et al. The stereoselective formation of highly substituted CF3-dihydropyrans as versatile building blocks. Chem Commun (Camb). 2015;51(71):13666-9doi: 10.1039/c5cc04874e.
Donslund, B. S., Monleón, A., Larsen, J., Ibsen, L., & Jørgensen, K. A. (2015). The stereoselective formation of highly substituted CF3-dihydropyrans as versatile building blocks. Chemical communications (Cambridge, England), 51(71), 13666-9. https://doi.org/10.1039/c5cc04874e
Donslund, Bjarke S, et al. "The stereoselective formation of highly substituted CF3-dihydropyrans as versatile building blocks." Chemical communications (Cambridge, England) vol. 51,71 (2015): 13666-9. doi: https://doi.org/10.1039/c5cc04874e
Donslund BS, Monleón A, Larsen J, Ibsen L, Jørgensen KA. The stereoselective formation of highly substituted CF3-dihydropyrans as versatile building blocks. Chem Commun (Camb). 2015 Sep 14;51(71):13666-9. doi: 10.1039/c5cc04874e. PMID: 26225818.
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Chem Commun (Camb). 2015 Sep 14;51(71):13666-9. doi: 10.1039/c5cc04874e.

The stereoselective formation of highly substituted CF3-dihydropyrans as versatile building blocks.

Chemical communications (Cambridge, England)

Bjarke S Donslund, Alicia Monleón, Jesper Larsen, Lise Ibsen, Karl Anker Jørgensen

Affiliations

  1. Department of Chemistry, Aarhus University, DK-8000 Aarhus C, Denmark. [email protected].

PMID: 26225818 DOI: 10.1039/c5cc04874e

Abstract

The highly enantioselective dienamine-mediated formation of 5-bromo-6-(trifluoromethyl)-3,4-dihydro-2H-pyrans from α,β-unsaturated aldehydes and α-bromo-(trifluoromethyl)-enones employing a C2-symmetric aminocatalyst is described. The products are demonstrated to be applicable in coupling reactions directly onto the ring, thereby granting access to a broad scope of highly substituted 6-(trifluoromethyl)-dihydropyran compounds.

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