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Unprecedented selectivity via electronic substrate recognition in the 1,4-addition to cyclic olefins using a chiral disulfoxide Rhodium catalyst


Bürgi, J J; Mariz, R; Gatti, M; Drinkel, E; Luan, X; Blumentritt, S; Linden, A; Dorta, R (2009). Unprecedented selectivity via electronic substrate recognition in the 1,4-addition to cyclic olefins using a chiral disulfoxide Rhodium catalyst. Angewandte Chemie International Edition, 48(15):2768-2771.

Abstract

From zero to hero? Sulfoxides are generally not considered useful ligand entities in asymmetric metal catalysis. However, a chiral disulfoxide as a chelating ligand in the rhodium-catalyzed 1,4-addition of aryl boronic acids to cyclic, ,-unsaturated ketones and esters gives impressive catalytic results, thus opening the door to future applications of this new chiral ligand class.

From zero to hero? Sulfoxides are generally not considered useful ligand entities in asymmetric metal catalysis. However, a chiral disulfoxide as a chelating ligand in the rhodium-catalyzed 1,4-addition of aryl boronic acids to cyclic, ,-unsaturated ketones and esters gives impressive catalytic results, thus opening the door to future applications of this new chiral ligand class.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:2009
Deposited On:18 Feb 2010 18:16
Last Modified:05 Apr 2016 13:57
Publisher:Wiley-Blackwell
ISSN:1433-7851
Funders:Alfred Werner Foundation, SNF, Roche Research Foundation
Publisher DOI:10.1002/anie.200900429
Permanent URL: http://doi.org/10.5167/uzh-31170

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