Issue 39, 2012
From the journal:

Chemical Communications

Direct asymmetric Mannich reaction of phthalides: facile access to chiral substituted isoquinolines and isoquinolinones†‡

Jie Luo,a   Haifei Wang,b   Fangrui Zhong,a   Jacek Kwiatkowski,a   Li-Wen Xuc  and  Yixin Lu*a  

* Corresponding authors

a Department of Chemistry & Medicinal Chemistry Program, Life Sciences Institute, National University of Singapore, 3 Science Drive 3, Singapore 117543, Singapore
E-mail: chmlyx@nus.edu.sg

b Hunan University of Technology, Hunan, P.R. China

c Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou 310012, P. R. China
E-mail: liwenxu@hznu.edu.cn

Abstract

The first Mannich reaction employing phthalides using a quinidine-based multifunctional catalyst has been developed. The reported method led to the synthesis of 3,3-disubstituted phthalide derivatives in excellent yields, with good diastereo- and enantioselectivities. Convenient synthesis of chiral isoquinolinones and isoquinolines has also been demonstrated.

Graphical abstract: Direct asymmetric Mannich reaction of phthalides: facile access to chiral substituted isoquinolines and isoquinolinones

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Article information

DOI
https://doi.org/10.1039/C2CC31439H
Article type
Communication
Submitted
27 Feb 2012
Accepted
15 Mar 2012
First published
15 Mar 2012

Chem. Commun., 2012,48, 4707-4709

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Direct asymmetric Mannich reaction of phthalides: facile access to chiral substituted isoquinolines and isoquinolinones

J. Luo, H. Wang, F. Zhong, J. Kwiatkowski, L. Xu and Y. Lu, Chem. Commun., 2012, 48, 4707 DOI: 10.1039/C2CC31439H

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