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Caruana L, Kniep F, Johansen TK, et al. A new organocatalytic concept for asymmetric α-alkylation of aldehydes. J Am Chem Soc. 2014;136(45):15929-32doi: 10.1021/ja510475n.
Caruana, L., Kniep, F., Johansen, T. K., Poulsen, P. H., & Jørgensen, K. A. (2014). A new organocatalytic concept for asymmetric α-alkylation of aldehydes. Journal of the American Chemical Society, 136(45), 15929-32. https://doi.org/10.1021/ja510475n
Caruana, Lorenzo, et al. "A new organocatalytic concept for asymmetric α-alkylation of aldehydes." Journal of the American Chemical Society vol. 136,45 (2014): 15929-32. doi: https://doi.org/10.1021/ja510475n
Caruana L, Kniep F, Johansen TK, Poulsen PH, Jørgensen KA. A new organocatalytic concept for asymmetric α-alkylation of aldehydes. J Am Chem Soc. 2014 Nov 12;136(45):15929-32. doi: 10.1021/ja510475n. Epub 2014 Nov 04. PMID: 25369294.
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J Am Chem Soc. 2014 Nov 12;136(45):15929-32. doi: 10.1021/ja510475n. Epub 2014 Nov 04.

A new organocatalytic concept for asymmetric α-alkylation of aldehydes.

Journal of the American Chemical Society

Lorenzo Caruana, Florian Kniep, Tore Kiilerich Johansen, Pernille H Poulsen, Karl Anker Jørgensen

Affiliations

  1. Center for Catalysis, Department of Chemistry, Aarhus University , DK-8000 Aarhus C, Denmark.

PMID: 25369294 DOI: 10.1021/ja510475n

Abstract

The organocatalytic asymmetric α-alkylation of aldehydes by 1,6-conjugated addition of enamines to p-quinone methides is described. Employing a newly developed class of chiral secondary amine catalysts, α-diarylmethine-substituted aldehydes with two contiguous stereocenters have been synthesized in a simple manner with good diastereocontrol and excellent enantioselectivity.

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