Issue 37, 2013
From the journal:

RSC Advances

Squaramide-catalysed enantionselective Mannich reaction of imines bearing a heterocycle with malonates†

Hai-Xiao Hea  and  Da-Ming Du*a  

* Corresponding authors

a School of Chemical Engineering and Environment, Beijing Institute of Technology, Beijing 100081, People's Republic of China
E-mail: dudm@bit.edu.cn
Tel: +86 10 68914985

Abstract

An efficient enantioselective Mannich reaction of imines bearing a heterocycle with malonates catalysed by a cinchona-based squaramide organocatalyst has been developed. This catalytic asymmetric reaction afforded the β-amino ester derivatives containing a heterocycle moiety in high yields (up to 99%) and excellent enantioselectivities (up to 98%) in most cases. The imines with an electron-withdrawing group afforded the adducts with better yields than those bearing an electron-donating group in this reaction.

Graphical abstract: Squaramide-catalysed enantionselective Mannich reaction of imines bearing a heterocycle with malonates

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Article information

DOI
https://doi.org/10.1039/C3RA43260B
Article type
Paper
Submitted
06 May 2013
Accepted
04 Jul 2013
First published
08 Jul 2013

RSC Adv., 2013,3, 16349-16358

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Squaramide-catalysed enantionselective Mannich reaction of imines bearing a heterocycle with malonates

H. He and D. Du, RSC Adv., 2013, 3, 16349 DOI: 10.1039/C3RA43260B

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