Enantioselective hydrogenation of diaryl-substituted alpha,beta-unsaturated nitriles

Wabnitz, Tobias C. and Rizzo, Simona and Goette, Carsten and Buschauer, Armin and Benincori, Tiziana and Reiser, Oliver (2006) Enantioselective hydrogenation of diaryl-substituted alpha,beta-unsaturated nitriles. TETRAHEDRON LETTERS, 47 (22). pp. 3733-3736. ISSN 0040-4039,

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Abstract

alpha, beta-Unsaturated nitriles can be hydrogenated with enantioselectivities LIP to 88% ee using chiral ruthenium-diphenylphosphino bisaryl and bisheteroaryl complexes such as ruthenium(II)-BINAP and ruthenium(II)-BINP. Mechanistic investigations indicate that conversion is accelerated by electron-rich ligands and that an additional coordinative group needs be present in order to promote conversion. The chiral products are useful building blocks for the synthesis of histamine H-2 agonists of the arpromidine type. (c) 2006 Elsevier Ltd. All rights reserved.

Item Type: Article
Uncontrolled Keywords: ASYMMETRIC HYDROGENATION; DIPHOSPHINE LIGANDS; CATALYSIS; EFFICIENT; COMPLEXES; BINAP; FUNCTIONALITIES; ARPROMIDINE; REDUCTION; OLEFINS;
Subjects: 500 Science > 540 Chemistry & allied sciences
600 Technology > 615 Pharmacy
Divisions: Chemistry and Pharmacy > Institute of Pharmacy > Alumni or Retired Professors > Pharmaceutical/Medicinal Chemistry II (Prof. Buschauer)
Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Depositing User: Dr. Gernot Deinzer
Date Deposited: 15 Feb 2021 07:36
Last Modified: 15 Feb 2021 07:37
URI: https://pred.uni-regensburg.de/id/eprint/34531

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