Chiral β-Amino Alcohols as Ligands for the Ruthenium-Catalyzed Asymmetric Transfer Hydrogenation of N-Phosphinyl Ketimines

doi:10.3390/app2010001

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Appl. Sci. 2012, 2(1), 1-12; doi:10.3390/app2010001

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Chiral β-Amino Alcohols as Ligands for the Ruthenium-Catalyzed Asymmetric Transfer Hydrogenation of N-Phosphinyl Ketimines

Óscar Pablo, David Guijarro* and Miguel Yus*

Departamento de Química Orgánica, Facultad de Ciencias and Instituto de Síntesis Orgánica (ISO), Universidad de Alicante, Apdo. 99, 03080 Alicante, Spain

* Authors to whom correspondence should be addressed.

Received: 1 November 2011; in revised form: 22 December 2011 / Accepted: 28 December 2011 / Published: 9 January 2012

(This article belongs to the Special Issue Feature Papers)

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Abstract: Some chiral β-amino alcohols have been evaluated as potential ligands for the ruthenium-catalyzed asymmetric transfer hydrogenation (ATH) of N-phosphinyl ketimines in isopropyl alcohol. The ruthenium complex prepared from [RuCl₂(p-cymene)]₂ and (1S,2R)-1-amino-2-indanol has shown to be an efficient catalyst for the ATH of several N-(diphenylphosphinyl)imines, affording the reduction products in very good isolated yields and enantiomeric excesses up to 82%. The inherent rigidity of the indane ring system present in the ligand seems to be very important to achieve good enantioselectivities.

Keywords: N-(diphenylphosphinyl)imine; asymmetric transfer hydrogenation; ruthenium catalyst; β-amino alcohol; isopropyl alcohol

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MDPI and ACS Style

Pablo, Ó.; Guijarro, D.; Yus, M. Chiral β-Amino Alcohols as Ligands for the Ruthenium-Catalyzed Asymmetric Transfer Hydrogenation of N-Phosphinyl Ketimines. Appl. Sci. 2012, 2, 1-12.

AMA Style

Pablo Ó, Guijarro D, Yus M. Chiral β-Amino Alcohols as Ligands for the Ruthenium-Catalyzed Asymmetric Transfer Hydrogenation of N-Phosphinyl Ketimines. Applied Sciences. 2012; 2(1):1-12.

Chicago/Turabian Style

Pablo, Óscar; Guijarro, David; Yus, Miguel. 2012. "Chiral β-Amino Alcohols as Ligands for the Ruthenium-Catalyzed Asymmetric Transfer Hydrogenation of N-Phosphinyl Ketimines." Appl. Sci. 2, no. 1: 1-12.

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