Issue 26, 2009
From the journal:

Chemical Communications

Organocatalytic asymmetric allylic alkylation of oxindoles with Morita–Baylis–Hillman carbonates†

Kun Jiang,a   Jing Peng,a   Hai-Lei Cuia  and  Ying-Chun Chen*ab  

* Corresponding authors

a Key Laboratory of Drug-Targeting and Drug Delivery System of Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, China
E-mail: ycchenhuaxi@yahoo.com.cn
Fax: +86 28 85502609

b State Key Laboratory of Biotherapy, West China Hospital, Sichuan University, Chengdu, China

Abstract

The organic Lewis base-catalysed asymmetric allylic alkylation of 3-substituted oxindoles with Morita–Baylis–Hillman carbonates is reported, affording multifunctional oxindoles with adjacent quaternary and tertiary chiral centres (dr up to 92 : 8, 86–97% ee).

Graphical abstract: Organocatalytic asymmetric allylic alkylation of oxindoles with Morita–Baylis–Hillman carbonates

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Article information

DOI
https://doi.org/10.1039/B905177E
Article type
Communication
Submitted
13 Mar 2009
Accepted
08 May 2009
First published
29 May 2009

Chem. Commun., 2009, 3955-3957

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Organocatalytic asymmetric allylic alkylation of oxindoles with Morita–Baylis–Hillman carbonates

K. Jiang, J. Peng, H. Cui and Y. Chen, Chem. Commun., 2009, 3955 DOI: 10.1039/B905177E

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