The Enantiopure 1,2-Diphenylethylenediamine (DPEDA) Motif in the Development of Organocatalysts for Asymmetric Reactions: Advances in the Last 20 Years
Open Access
Abstract
1,2-Diphenylethylenediamine (DPEDA) is a privileged chiral scaffold being used in the construction of a broad variety of organocatalysts and ligands for enantioselective organic reactions. This molecule gave a significant contribution in the synthesis of structurally different bi/multifunctional organocatalysts. DPEDA played an essential role in the development of organocatalysts capable of yielding important information on the different reaction mechanisms, like enamine, iminium, hydrogen-bonding and anion-binding catalysis. The aim of the present review is to highlight and summarize the achievements reached in the last 20 years (2004–2024) in the chemistry of DPEDA-based organocatalysts for asymmetric synthesis.Keywords
This publication has 115 references indexed in Scilit:
- Cinchona Squaramide‐Catalyzed Intermolecular Desymmetrization of 1,3‐Diketones Leading to Chiral 1,4‐DihydropyridinesAdvanced Synthesis & Catalysis, 2020
- Substrate‐Induced Dimerization Assembly of Chiral Macrocycle Catalysts toward Cooperative Asymmetric CatalysisAngewandte Chemie, 2019
- Bifunctional Amine‐Squaramides: Powerful Hydrogen‐Bonding Organocatalysts for Asymmetric Domino/Cascade ReactionsAdvanced Synthesis & Catalysis, 2015
- Application of Regio‐ and Stereoselective Functional Group Transformations of Chiral Aziridine‐2‐carboxylatesAsian Journal of Organic Chemistry, 2014
- Asymmetric Organocatalytic Cascade Michael/Hemiketalization/Retro‐Aldol Reaction of 2‐[(E)‐2‐Nitrovinyl]phenols with 2,4‐Dioxo‐4‐arylbutanoates: A Convenient Access to Chiral α‐Keto EstersAdvanced Synthesis & Catalysis, 2013
- Cinchona Alkaloid‐Derived Thiourea‐Catalyzed Diastereo‐ and Enantioselective [3+2] Cycloaddition Reaction of Isocyanoacetates to Isatins: A Facile Access to Optically Active Spirooxindole OxazolinesAdvanced Synthesis & Catalysis, 2013
- Highly Efficient Catalytic Asymmetric Sulfa‐Michael Addition of Thiols to trans‐4,4,4‐TrifluorocrotonoylpyrazoleAdvanced Synthesis & Catalysis, 2012
- Organocatalytic Asymmetric Sulfa‐Michael/Michael Addition Reactions: A Strategy for the Synthesis of Highly Substituted Chromans with a Quaternary StereocenterAngewandte Chemie, 2010
- Recent Advances in the Synthesis of 2‐Imidazolines and Their Applications in Homogeneous CatalysisAdvanced Synthesis & Catalysis, 2009
- A Convenient Preparation of Enantiomerically Pure (+)‐(1R,2R)‐ and (−)‐(1S,2S)‐1,2‐Diamino‐1,2‐diphenylethanesAdvanced Synthesis & Catalysis, 2006