Chiral poly-rare earth metal complexes in asymmetric catalysis
Open Access
- 1 January 2006
- journal article
- review article
- Published by Japan Academy in Proceedings of the Japan Academy, Series B
- Vol. 82 (2) , 72-85
- https://doi.org/10.2183/pjab.82.72
Abstract
Asymmetric catalysis is a powerful component of modern synthetic organic chemistry. To further broaden the scope and utility of asymmetric catalysis, new basic concepts for the design of asymmetric catalysts are crucial. Because most chemical reactions involve bond-formation between two substrates or moieties, high enantioselectivity and catalyst activity should be realized if an asymmetric catalyst can activate two reacting substrates simultaneously at defined positions. Thus, we proposed the concept of bifunctional asymmetric catalysis, which led us to the design of new asymmetric catalysts containing two functionalities (e.g. a Lewis acid and a Brønsted base or a Lewis acid and a Lewis base). These catalysts demonstrated broad reaction applicability with excellent substrate generality. Using our catalytic asymmetric reactions as keys steps, efficient total syntheses of pharmaceuticals and their biologically active lead natural products were achieved.Keywords
This publication has 109 references indexed in Scilit:
- Lewis Acid−Lewis Acid Heterobimetallic Cooperative Catalysis: Mechanistic Studies and Application in Enantioselective Aza-Michael ReactionJournal of the American Chemical Society, 2005
- Direct Catalytic Asymmetric Mannich‐Type Reactions of N‐(2‐Hydroxyacetyl)pyrrole as an Ester‐Equivalent DonorAngewandte Chemie International Edition in English, 2005
- Catalytic Asymmetric Epoxidation of α,β-Unsaturated Esters Using an Yttrium-Biphenyldiol ComplexJournal of the American Chemical Society, 2005
- Catalytic and Asymmetric Vinylogous Mukaiyama Reactions on Aliphatic Ketones: Formal Asymmetric Synthesis of Taurospongin AJournal of the American Chemical Society, 2005
- Recent Developments in the Catalytic Asymmetric Cyanation of KetiminesAngewandte Chemie International Edition in English, 2004
- Catalytic Enantioselective Synthesis of (20S)-Camptothecin Intermediates Using Cyanosilylation of Ketones Promoted by D-Glucose-derived Lanthanide CatalystHETEROCYCLES, 2003
- Linked-BINOL: An Approach towards Practical Asymmetric Multifunctional CatalysisAdvanced Synthesis & Catalysis, 2002
- Catalytic Asymmetric Synthesis of α,β-Epoxy Esters, Aldehydes, Amides, and γ,δ-Epoxy β-Keto Esters: Unique Reactivity of α,β-Unsaturated Carboxylic Acid ImidazolidesJournal of the American Chemical Society, 2001
- Catalytic Enantioselective meso-Epoxide Ring Opening Reaction with Phenolic Oxygen Nucleophile Promoted by Gallium Heterobimetallic Multifunctional ComplexesJournal of the American Chemical Society, 2000
- Catalytic Asymmetric Addition of ZnPh2 to Ketones: Enantioselective Formation of Quaternary StereocentersJournal of the American Chemical Society, 1998