Universität zu Köln

Robert, Tobias ORCID: 0000-0002-6530-9741, Abiri, Zohar, Sandee, Albertus J., Schmalz, Hans-Gunther and Reek, Joost N. H. (2010). Phenol-derived chiral phosphine-phosphite ligands in the rhodium-catalyzed enantioselective hydrogenation of functionalized olefins. Tetrahedron-Asymmetry, 21 (21-22). S. 2671 - 2675. OXFORD: PERGAMON-ELSEVIER SCIENCE LTD. ISSN 0957-4166

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Abstract

A set of 15 chiral Taddol- and Binol-based phosphine-phosphite ligands were tested in the Rh-catalyzed asymmetric hydrogenation of three olefins methyl 2-hydroxymethyl-acrylate 1-phenylvinyl acetate and alpha-methyl cinnamic acid The best enantioselectivities (up to 92% ee) were observed in the hydrogenation of methyl 2-hydroxymethyl-acrylate using Binol-based ligands As previously observed in other applications of this class of modular chiral ligand in enantioselective catalysis the stereochemical outcome of the reactions greatly depended on the substituents at the ligand aryl backbone in the ortho-position to the chiral phosphite unit (C) 2010 Elsevier Ltd All rights reserved

Item Type:	Journal Article
Creators:	Creators Email ORCID ORCID Put Code Robert, Tobias UNSPECIFIED orcid.org/0000-0002-6530-9741 UNSPECIFIED Abiri, Zohar UNSPECIFIED UNSPECIFIED UNSPECIFIED Sandee, Albertus J. UNSPECIFIED UNSPECIFIED UNSPECIFIED Schmalz, Hans-Gunther UNSPECIFIED UNSPECIFIED UNSPECIFIED Reek, Joost N. H. UNSPECIFIED UNSPECIFIED UNSPECIFIED
URN:	urn:nbn:de:hbz:38-492206
DOI:	10.1016/j.tetasy.2010.10.026
Journal or Publication Title:	Tetrahedron-Asymmetry
Volume:	21
Number:	21-22
Page Range:	S. 2671 - 2675
Date:	2010
Publisher:	PERGAMON-ELSEVIER SCIENCE LTD
Place of Publication:	OXFORD
ISSN:	0957-4166
Language:	English
Faculty:	Unspecified
Divisions:	Unspecified
Subjects:	no entry
Uncontrolled Keywords:	Keywords Language BIDENTATE CHELATE LIGANDS; ASYMMETRIC HYDROFORMYLATION; PHOSPHORAMIDITE LIGANDS; PHOSPHORUS LIGANDS; P-O; PHOSPHONATES; INDOLPHOS Multiple languages Chemistry, Inorganic & Nuclear; Chemistry, Organic; Chemistry, Physical Multiple languages
URI:	http://kups.ub.uni-koeln.de/id/eprint/49220