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. 2016 Jun 6;55(24):6969-72.
doi: 10.1002/anie.201601976. Epub 2016 May 9.

Enantioselective Synthesis of Cyclobutylboronates via a Copper-Catalyzed Desymmetrization Approach

Manuel Guisán-Ceinos  1 , Alejandro Parra  1 , Víctor Martín-Heras  1 , Mariola Tortosa  2
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Enantioselective Synthesis of Cyclobutylboronates via a Copper-Catalyzed Desymmetrization Approach

Manuel Guisán-Ceinos et al. Angew Chem Int Ed Engl. .

Abstract

The first catalytic enantioselective synthesis of cyclobutylboronates, by using a chiral copper(I) complex, is reported. A broad variety of cyclobutanes have been prepared with consistently high levels of diastereo- and enantiocontrol. Moreover, this method constitutes the first report of an enantioselective desymmetrization of meso-cyclobutenes to prepare chiral cyclobutanes.

Keywords: asymmetric catalysis; boron; copper; cyclobutanes; cyclobutenes.

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