Copper(I)-Catalyzed Kinetic Resolution of N‑Sulfonylaziridines with Indoles: Efficient Construction of Pyrroloindolines

Copper(I)-Catalyzed Kinetic Resolution of N‑Sulfonylaziridines with Indoles: Efficient Construction of Pyrroloindolines

The first Lewis acid catalyzed [3 + 2] annulation of indoles and 2-aryl-N-tosylaziridines was realized by using copper­(I)/chiral diphosphine complexes as a catalyst. With this method, a variety of uniquely substituted chiral pyrroloindolines bearing multiple contiguous stereogenic centers were faci...

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Bibliographic Details
Published in:Journal of the American Chemical Society Vol. 137; no. 32; pp. 10088 - 10091
Main Authors: Chai, Zhuo, Zhu, You-Min, Yang, Pei-Jun, Wang, Shaoyin, Wang, Shaowu, Liu, Zhen, Yang, Gaosheng
Format: Journal Article
Language:English
Published: United States American Chemical Society 19-08-2015
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Summary:The first Lewis acid catalyzed [3 + 2] annulation of indoles and 2-aryl-N-tosylaziridines was realized by using copper­(I)/chiral diphosphine complexes as a catalyst. With this method, a variety of uniquely substituted chiral pyrroloindolines bearing multiple contiguous stereogenic centers were facilely accessed in a straightforward, high-yielding, and highly stereoselective way under mild conditions.
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ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.5b05820