Chiral [2.2.2] Dienes as Ligands for Rh(I) in Conjugate Additions of Boronic Acids to a Wide Range of Acceptors
- 17 September 2004
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 6 (21), 3873-3876
- https://doi.org/10.1021/ol048240x
Abstract
We document a series of investigations that led to new substituted [2.2.2]-diene ligands which display high selectivity in Rh(I)-catalyzed conjugate addition reactions to substrates not previously examined with diene ligands. Moreover, we disclose an unexpected, interesting effect that results from the introduction of a third CC onto the ligand scaffold (cf. 1).Keywords
This publication has 9 references indexed in Scilit:
- Chiral Olefin Ligands—New“Spectators” in Asymmetric CatalysisAngewandte Chemie International Edition, 2004
- A New Entry of Nucleophiles in Rhodium-Catalyzed Asymmetric 1,4-Addition Reactions: Addition of Organozinc Reagents for the Synthesis of 2-Aryl-4-piperidonesJournal of the American Chemical Society, 2004
- Readily Available [2.2.2]-Bicyclooctadienes as New Chiral Ligands for Ir(I): Catalytic, Kinetic Resolution of Allyl CarbonatesJournal of the American Chemical Society, 2004
- Tandem 1,4‐Addition/Enantioselective Protonation Catalyzed by Rhodium Complexes: Efficient Access to α‐Amino AcidsAngewandte Chemie International Edition, 2004
- Rhodium-Catalyzed Asymmetric Addition of Organo-Boron and -Titanium Reagents to Electron-Deficient OlefinsBulletin of the Chemical Society of Japan, 2004
- Asymmetric Addition of Aryl Boron Reagents to Enones with Rhodium Dicyclophane Imidazolium Carbene CatalysisAngewandte Chemie International Edition, 2003
- A Chiral Chelating Diene as a New Type of Chiral Ligand for Transition Metal Catalysts: Its Preparation and Use for the Rhodium-Catalyzed Asymmetric 1,4-AdditionJournal of the American Chemical Society, 2003
- Enantioselective Copper-Catalysed Conjugate AdditionEuropean Journal of Organic Chemistry, 2002
- Catalytic Cycle of Rhodium-Catalyzed Asymmetric 1,4-Addition of Organoboronic Acids. Arylrhodium, Oxa-π-allylrhodium, and Hydroxorhodium IntermediatesJournal of the American Chemical Society, 2002