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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, Anthony; 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 Internationale 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.

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.

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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
Scopus Subject Areas:Physical Sciences > Catalysis
Physical Sciences > General Chemistry
Uncontrolled Keywords:General Chemistry, Catalysis
Language:English
Date:2009
Deposited On:18 Feb 2010 18:16
Last Modified:28 Jun 2022 08:12
Publisher:Wiley-VCH Verlag
ISSN:1433-7851
Funders:Alfred Werner Foundation, SNF, Roche Research Foundation
OA Status:Closed
Publisher DOI:https://doi.org/10.1002/anie.200900429
Project Information:
  • : Funder
  • : Grant ID
  • : Project TitleAlfred Werner Foundation
  • : FunderSNSF
  • : Grant ID
  • : Project TitleSNF
  • : Funder
  • : Grant ID
  • : Project TitleRoche Research Foundation