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Issue 16, 2017
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A highly enantioselective Friedel–Crafts reaction of 3,5-dimethoxylphenol with nitroolefins mediated by a bifunctional quinine derived thiourea catalyst

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Abstract

A useful enantioselective Friedel–Crafts reaction of 3,5-dimethoxylphenol with nitroolefins catalyzed by a bifunctional quinine derived thiourea catalyst 9 was developed. The Michael addition products could be obtained in good to high yields (68–92%) and with excellent enantioselectivities (89–98% ee). Such a reaction is exceptionally attractive in virtue of its simple protocol, ready availability of the starting materials, and practical applications of the products.

Graphical abstract: A highly enantioselective Friedel–Crafts reaction of 3,5-dimethoxylphenol with nitroolefins mediated by a bifunctional quinine derived thiourea catalyst

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Supplementary files

Article information


Submitted
15 Feb 2017
Accepted
21 Mar 2017
First published
21 Mar 2017

Org. Biomol. Chem., 2017,15, 3401-3407
Article type
Communication

A highly enantioselective Friedel–Crafts reaction of 3,5-dimethoxylphenol with nitroolefins mediated by a bifunctional quinine derived thiourea catalyst

X. Han, C. Ye, F. Chen, Q. Chen, Y. Wang and X. Zeng, Org. Biomol. Chem., 2017, 15, 3401
DOI: 10.1039/C7OB00372B

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