Hydrogen‐Bond‐Mediated Asymmetric Catalysis
Top Cited Papers
- 29 February 2008
- journal article
- review article
- Published by Wiley in Chemistry – An Asian Journal
- Vol. 3 (3), 516-532
- https://doi.org/10.1002/asia.200700415
Abstract
The utilization of hydrogen bonding as an activation force has become a powerful tool in asymmetric organocatalysis. Significant advances have been made in the recent past in this emerging field. Due to space constraints, this Focus Review summarizes only the key aspects with an emphasis on catalysis based on chiral ureas and thioureas, diols, and phosphoric acids. The examples provided neatly demonstrate that chiral ureas and thioureas, diols, and phosphoric acids display effective and unique activation modes of catalysis for a broad spectrum of asymmetric organic transformations, including single‐step and multiple‐step cascade reactions. These functionalities, which have the ability to afford efficient H‐bond activation of electrophiles including CO, CN, aziridines, and epoxides, have established their status as “privileged” functional groups in the design of organocatalysts.Keywords
Funding Information
- NSF (CHE-0704015)
- American Chemical Society PRF
- Department of Chemistry and Chemical Biology and the Research Allocation Committee, University of New Mexico
This publication has 100 references indexed in Scilit:
- Chirale Brønsted‐Säuren in der katalytischen asymmetrischen Nazarov‐Reaktion – die erste enantioselektive organokatalytische elektrocyclische ReaktionAngewandte Chemie, 2007
- Asymmetric Organocatalytic Domino ReactionsAngewandte Chemie, 2007
- Cooperative Coexistence: Effective Interplay of Two Brønsted Acids in the Asymmetric Synthesis of IsoquinuclidinesAngewandte Chemie, 2006
- A Chiral Primary Amine Thiourea Catalyst for the Highly Enantioselective Direct Conjugate Addition of α,α‐Disubstituted Aldehydes to NitroalkenesAngewandte Chemie, 2006
- Asymmetric Organocatalytic Henry ReactionAngewandte Chemie, 2006
- Kinetische Racematspaltung von Oxazinonen – ein organokatalytischer Zugang zu enantiomerenreinen β‐AminosäurenAngewandte Chemie, 2005
- Asymmetric Organocatalysis with Novel Chiral Thiourea Derivatives: Bifunctional Catalysts for the Strecker and Nitro‐Michael ReactionsEuropean Journal of Organic Chemistry, 2005
- Enantioselective Michael Addition to α,β-Unsaturated Imides Catalyzed by a Bifunctional OrganocatalystAngewandte Chemie, 2005
- Organokatalytische Hydridübertragungen: ein neues Konzept für asymmetrische HydrierungenAngewandte Chemie, 2005
- Activation of Carbonyl Compounds by Double Hydrogen Bonding: An Emerging Tool in Asymmetric CatalysisAngewandte Chemie, 2004