Communication

Highly Regio- and Enantioselective Synthesis of Polysubstituted 2H-Pyrroles via Pd-Catalyzed Intermolecular Asymmetric Allylic Dearomatization of Pyrroles

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, P. R. of China
J. Am. Chem. Soc., 2014, 136 (18), pp 6590–6593
DOI: 10.1021/ja5028138
Publication Date (Web): April 23, 2014
Copyright © 2014 American Chemical Society

Abstract

Abstract Image

A highly efficient synthesis of chiral polysubstituted 2H-pyrrole derivatives via a Pd-catalyzed intermolecular asymmetric allylic dearomatization reaction of pyrroles is presented. With the commercially available palladium precursor and chiral ligand, the polysubstituted 2H-pyrrole products containing a chiral quaternary carbon center were obtained with up to 97% ee and >95/5 regioselectivity.

Supporting Information


Experimental procedures and analysis data for all new compounds. This material is available free of charge via the Internet at http://pubs.acs.org.

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Article Views: 3,988 Times
Received 20 March 2014
Published online 23 April 2014
Published in print 7 May 2014
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