Issue 3, 2013
From the journal:

RSC Advances

Sugar thiourea catalyzed highly enantioselective Michael addition of 2-hydroxy-1,4-naphthoquinone to β-nitroalkenes†

B. V. Subba Reddy,*a   S. Madhusudana Reddya  and  Manisha Swaina  

* Corresponding authors

a Natural Product Chemistry, Centre for Nuclear Magnetic Resonance, Laboratory of X-ray Crystallography, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad, India
E-mail: basireddy@iict.res.in
Fax: (+)91 40 27160512

Abstract

A highly enantioselective Michael addition of 2-hydroxy-1,4-naphthoquinone to β-nitrostyrenes has been achieved using a novel class of sugar-Cinchona thiourea conjugates. The method offers significant advantages such as low catalyst loading (1 mol%), high enantioselectivity (up to 99% ee), short reaction times and ambient reaction conditions.

Graphical abstract: Sugar thiourea catalyzed highly enantioselective Michael addition of 2-hydroxy-1,4-naphthoquinone to β-nitroalkenes

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Article information

DOI
https://doi.org/10.1039/C2RA22270A
Article type
Paper
Submitted
24 Sep 2012
Accepted
05 Nov 2012
First published
06 Nov 2012

RSC Adv., 2013,3, 930-936

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Sugar thiourea catalyzed highly enantioselective Michael addition of 2-hydroxy-1,4-naphthoquinone to β-nitroalkenes

B. V. S. Reddy, S. M. Reddy and M. Swain, RSC Adv., 2013, 3, 930 DOI: 10.1039/C2RA22270A

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