trans-1,2-Diaminocyclopentane-Based Catalyst for the Asymmetric Addition of Alkyl-, Aryl-, and Vinyl Groups to Ketones

Cecilia Anaya de Parrodi; Patrick J. Walsh

doi:10.1055/s-2004-832826

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trans-1,2-Diaminocyclopentane-Based Catalyst for the Asymmetric Addition of Alkyl-, Aryl-, and Vinyl Groups to Ketones

Cecilia Anaya de Parrodi^a, Patrick J. Walsh*^b
^a Universidad de las Américas-Puebla, Departamento de Química y Biología, Santa Catarina Mártir s/n, Cholula, Puebla, 72820, México
Fax: +52(222)2292419; e-Mail: anaya@mail.udlap.mx;
^b P. Roy and Diana T. Vagelos Laboratories, University of Pennsylvania, Department of Chemistry, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, USA
Fax: +1(215)5736743; e-Mail: pwalsh@sas.upenn.edu;

Abstract

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Abstract

The catalytic asymmetric addition of ethyl-, phenyl-, and 1-hexenyl groups to ketones is reported. The new catalyst, generated from titanium isopropoxide and a bis(sulfonamide) diol ligand based on trans-1,2-diaminocyclopentane, gives good to excellent enantioselectivities with a range of substrates.

Key words

alcohols - asymmetric catalysis - ketones - quaternary centers - ligands

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References

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