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. 2011 Mar 4;13(5):860-3.
doi: 10.1021/ol1028805. Epub 2011 Feb 8.

Enantioselective haloetherification by asymmetric opening of meso-halonium ions

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Enantioselective haloetherification by asymmetric opening of meso-halonium ions

Ulrich Hennecke et al. Org Lett. .

Abstract

A new approach to enantioselective haloetherification reactions via desymmetrization of in situ-generated meso-halonium ions is described. The combination of N-haloamides as a halogen source and sodium salts of chiral phosphoric acids as catalysts can be used for the cyclization of symmetrical ene-diol substrates, yielding the haloetherification products under practical conditions in enantioenriched form.

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