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Issue 6, 2017
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Cooperative Lewis acid–onium salt catalysis as tool for the desymmetrization of meso-epoxides

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Abstract

Epoxide desymmetrizations by bromide are very rare despite the large synthetic potential of chiral bromohydrins. Herein we present a new concept for epoxide desymmetrizations in which a bifunctional Lewis acid/ammonium salt catalyst allows for efficient enantioselective epoxide ring openings by Br. With acetylbromide as a Br source bromohydrin esters are formed.

Graphical abstract: Cooperative Lewis acid–onium salt catalysis as tool for the desymmetrization of meso-epoxides

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Article information


Submitted
08 Dec 2016
Accepted
23 Dec 2016
First published
23 Dec 2016

This article is Open Access

Chem. Commun., 2017,53, 1156-1159
Article type
Communication

Cooperative Lewis acid–onium salt catalysis as tool for the desymmetrization of meso-epoxides

F. Broghammer, D. Brodbeck, T. Junge and R. Peters, Chem. Commun., 2017, 53, 1156
DOI: 10.1039/C6CC09774J

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