Issue 1, 2012
From the journal:

Chemical Science

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

Chun-Xiang Zhuo,a   Wen-Bo Liu,a   Qing-Feng Wua  and  Shu-Li You*a  

* Corresponding authors

a State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai, China
E-mail: slyou@sioc.ac.cn
Fax: (+86) 21-5492-5087

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

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C1SC00517K
Article type
Edge Article
Submitted
30 Jul 2011
Accepted
30 Aug 2011
First published
12 Sep 2011

Chem. Sci., 2012,3, 205-208

Permissions

Request permissions

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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements