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Versatile supramolecular copper(II) complexes for Henry and Aza-Henry reactions

Zhang, Guoqi and Yashima, Eiji and Woggon, Wolf-D.. (2009) Versatile supramolecular copper(II) complexes for Henry and Aza-Henry reactions. Advanced synthesis & catalysis, Vol. 351, H. 9. pp. 1255-1262.

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Official URL: http://edoc.unibas.ch/dok/A5260115

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Abstract

Chiral supramol. metal-org. frameworks assembled from copper complexes catalyze Henry and aza-Henry reactions of arom. and aliph. aldehydes and N-protected arom. imines in high yield and good to excellent enantioselectivity.  Thus, a method for the synthesis of the title compds. [i.e., copper-chiral cyclohexanediamine complexes] is reported here.  A Henry reaction of 4-nitrobenzaldehyde with nitromethane gave (alphaS)-4-nitro-alpha-(nitromethyl)benzenemethanol.  Reactions can be performed in the absence of base in ethanol or water.  An aza-Henry reaction of N-[(4-nitrophenyl)methylene]carbamic acid 1,1-dimethylethyl ester with nitromethane gave N-[(1S)-1-(4-nitrophenyl)-2-nitroethyl]carbamic acid 1,1-dimethylethyl ester.
Faculties and Departments:05 Faculty of Science
05 Faculty of Science > Departement Chemie > Chemie
UniBasel Contributors:Woggon, Wolf-Dietrich
Item Type:Article, refereed
Article Subtype:Research Article
Bibsysno:Link to catalogue
Publisher:Wiley-VCH
ISSN:1615-4169
Note:Publication type according to Uni Basel Research Database: Journal article
Last Modified:22 Mar 2012 14:25
Deposited On:22 Mar 2012 13:43

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