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Chiral dihydrobenzo[1,4]oxazines as catalysts for the asymmetric transfer hydrogenation of α,β-unsaturated aldehydes

Ebner, Christian and Pfaltz, Andreas. (2011) Chiral dihydrobenzo[1,4]oxazines as catalysts for the asymmetric transfer hydrogenation of α,β-unsaturated aldehydes. Tetrahedron, 67. pp. 10827-10290.

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Official URL: http://edoc.unibas.ch/dok/A5849084

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Abstract

A new class of organocatalysts based on the structure of 2,3-dihydrobenzo[1,4]oxazine was prepared and applied in the enantioselective transfer-hydrogenation of α,β-unsaturated aldehydes with Hantzsch ester as hydride donor. These catalysts proved to be particularly effective for the conjugate reduction of β,β-diaryl-substituted acrylaldehydes leading to saturated aldehydes bearing a stereogenic center with two different aryl groups with enantioselectivities of up to 91% ee.
Faculties and Departments:05 Faculty of Science > Departement Chemie > Chemie > Synthetische organische Chemie (Pfaltz)
UniBasel Contributors:Pfaltz, Andreas and Ebner, Christian
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:Elsevier
ISSN:0040-4020
Note:Publication type according to Uni Basel Research Database: Journal article
Identification Number:
Last Modified:10 Apr 2017 09:42
Deposited On:14 Sep 2012 07:02

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