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. 2014 Nov 12;136(45):15833-6.
doi: 10.1021/ja510419z. Epub 2014 Oct 31.

Copper-catalyzed diastereo- and enantioselective desymmetrization of cyclopropenes: synthesis of cyclopropylboronates

Alejandro Parra  1 , Laura Amenós, Manuel Guisán-Ceinos, Aurora López, José Luis García Ruano, Mariola Tortosa
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Free article

Copper-catalyzed diastereo- and enantioselective desymmetrization of cyclopropenes: synthesis of cyclopropylboronates

Alejandro Parra et al. J Am Chem Soc. .
Free article

Abstract

A novel Cu-catalyzed diastereo- and enantioselective desymmetrization of cyclopropenes to afford nonracemic cyclopropylboronates is described. Trapping the cyclopropylcopper intermediate with electrophilic amines allows for the synthesis of cyclopropylaminoboronic esters and demonstrates the potential of the approach for the synthesis of functionalized cyclopropanes.

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