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Wilking M, Mück-Lichtenfeld C, Daniliuc CG, et al. Enantioselective, desymmetrizing bromolactonization of alkynes. J Am Chem Soc. 2013;135(22):8133-6doi: 10.1021/ja402910d.
Wilking, M., Mück-Lichtenfeld, C., Daniliuc, C. G., & Hennecke, U. (2013). Enantioselective, desymmetrizing bromolactonization of alkynes. Journal of the American Chemical Society, 135(22), 8133-6. https://doi.org/10.1021/ja402910d
Wilking, Michael, et al. "Enantioselective, desymmetrizing bromolactonization of alkynes." Journal of the American Chemical Society vol. 135,22 (2013): 8133-6. doi: https://doi.org/10.1021/ja402910d
Wilking M, Mück-Lichtenfeld C, Daniliuc CG, Hennecke U. Enantioselective, desymmetrizing bromolactonization of alkynes. J Am Chem Soc. 2013 Jun 05;135(22):8133-6. doi: 10.1021/ja402910d. Epub 2013 May 21. PMID: 23679927.
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J Am Chem Soc. 2013 Jun 05;135(22):8133-6. doi: 10.1021/ja402910d. Epub 2013 May 21.

Enantioselective, desymmetrizing bromolactonization of alkynes.

Journal of the American Chemical Society

Michael Wilking, Christian Mück-Lichtenfeld, Constantin G Daniliuc, Ulrich Hennecke

Affiliations

  1. Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster , Corrensstrasse 40, 48149 Münster, Germany.

PMID: 23679927 DOI: 10.1021/ja402910d

Abstract

Asymmetric bromolactonizations of alkynes are possible using a desymmetrization approach. The commercially available catalyst (DHQD)2PHAL promotes these cyclizations in combination with cheap NBS as a bromine source to give bromoenol lactones in high yield and with high enantioselectivity. The bromoenol lactone products, containing a tetrasubstituted alkene and a quaternary stereocenter, are valuable building blocks for synthetic chemistry.

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