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Issue 1, 2012
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Asymmetric dearomatization of pyrrolesviaIr-catalyzed allylic substitution reaction: enantioselective synthesis of spiro-2H-pyrroles

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Abstract

Asymmetric dearomatization of pyrroles has been accomplished by using Ir-catalyzed intramolecular asymmetric allylic alkylation reactions. Reactions of allylic carbonate tethered pyrroles in the presence of [Ir(cod)Cl]2 and a BINOL-derived phosphoramidite ligand lead to efficient generation of spiro-2H-pyrrole derivatives with up to 96% ee.

Graphical abstract: Asymmetric dearomatization of pyrrolesviaIr-catalyzed allylic substitution reaction: enantioselective synthesis of spiro-2H-pyrroles

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Article information


Submitted
30 Jul 2011
Accepted
30 Aug 2011
First published
12 Sep 2011

Chem. Sci., 2012,3, 205-208
Article type
Edge Article

Asymmetric dearomatization of pyrrolesviaIr-catalyzed allylic substitution reaction: enantioselective synthesis of spiro-2H-pyrroles

C. Zhuo, W. Liu, Q. Wu and S. You, Chem. Sci., 2012, 3, 205
DOI: 10.1039/C1SC00517K

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