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. 2015 Jun 22;54(26):7684-7.
doi: 10.1002/anie.201503042. Epub 2015 May 12.

Copper-catalyzed intermolecular asymmetric propargylic dearomatization of indoles

Wen Shao  1 , He Li  2 , Chuan Liu  1 , Chen-Jiang Liu  2 , Shu-Li You  3   4
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Copper-catalyzed intermolecular asymmetric propargylic dearomatization of indoles

Wen Shao et al. Angew Chem Int Ed Engl. .

Abstract

The first copper-catalyzed intermolecular dearomatization of indoles by an asymmetric propargylic substitution reaction was developed. This method provides a highly efficient synthesis of versatile furoindoline and pyrroloindoline derivatives containing a quaternary carbon stereogenic center and a terminal alkyne moiety with up to 86 % yield and 98 % ee.

Keywords: asymmetric catalysis; copper; dearomatization; heterocycles; synthetic methods.

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