Chiral β-amino alcohols as ligands for the ruthenium-catalyzed asymmetric transfer hydrogenation of N-phosphinyl ketimines

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Title: Chiral β-amino alcohols as ligands for the ruthenium-catalyzed asymmetric transfer hydrogenation of N-phosphinyl ketimines
Authors: Pablo, Óscar | Guijarro, David | Yus, Miguel
Research Group/s: Síntesis Asimétrica (SINTAS) | Catálisis Estereoselectiva en Síntesis Orgánica (CESO)
Center, Department or Service: Universidad de Alicante. Departamento de Química Orgánica
Keywords: N-(diphenylphosphinyl)imine | Asymmetric transfer hydrogenation | Ruthenium catalyst | β-amino alcohol | Isopropyl alcohol
Knowledge Area: Química Orgánica
Issue Date: 9-Jan-2012
Publisher: MDPI
Citation: Applied Sciences. 2012, 2(1): 1-12. doi:10.3390/app2010001
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.
Sponsor: This work was generously supported by the Spanish Ministerio de Ciencia e Innovación (MICINN; Grant No. CONSOLIDER INGENIO 2010, CSD2007-00006, CTQ2007-65218, and CTQ11-24151) and the Generalitat Valenciana (PROMETEO/2009/039 and FEDER). Óscar Pablo thanks the Spanish Ministerio de Educación for a predoctoral fellowship (Grant No. AP2008-00989).
URI: http://hdl.handle.net/10045/34358
ISSN: 2076-3417
DOI: 10.3390/app2010001
Language: eng
Type: info:eu-repo/semantics/article
Rights: © 2012 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
Peer Review: si
Publisher version: http://dx.doi.org/10.3390/app2010001
Appears in Collections:INV - CESO - Artículos de Revistas
INV - SINTAS - Artículos de Revistas

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