Phosphine-Catalyzed Asymmetric Organic Reactions
Top Cited Papers
- 11 September 2018
- journal article
- review article
- Published by American Chemical Society (ACS) in Chemical Reviews
- Vol. 118 (18), 9344-9411
- https://doi.org/10.1021/acs.chemrev.8b00261
Abstract
Asymmetric phosphine catalysis showcasing remarkable progress over the past two decades has emerged as a key synthetic platform for the creation of molecular frameworks encountered in medicinal chemistry and materials science. Different types of novel chiral phosphine catalysts have been developed and employed in cornucopias of organic transformations, such as annulation, addition, Morita–Baylis–Hillman, and Rauhut–Currier reactions, among others. This review summarizes all of the literature examples from late 1990s to the end of 2017, alongside their mechanistic insights whenever possible, with a very aim to trigger more intensive research in the future to render asymmetric phosphine catalysis one of the most common and reliable tools to organic chemists.Funding Information
- National Research Foundation Singapore (R-143-000-A15-281)
- National University of Singapore (R-143-000-695-114, C-141-000-092-001)
- National Natural Science Foundation of China (21672158)
This publication has 274 references indexed in Scilit:
- Enantioselective total synthesis of (+)-ibophyllidine via an asymmetric phosphine-catalyzed [3 + 2] annulationChemical Science, 2012
- Enantioselective One‐Pot Synthesis of α‐Amino Esters by a Phosphine‐Catalyzed [3+2]‐Cycloaddition ReactionChemistry – A European Journal, 2011
- Enantioselective carbon–sulfur bond formation: γ additions of aryl thiols to allenoates catalyzed by a chiral phosphepineChemical Science, 2011
- Phosphine-Catalyzed Annulations of Azomethine Imines: Allene-Dependent [3 + 2], [3 + 3], [4 + 3], and [3 + 2 + 3] PathwaysJournal of the American Chemical Society, 2011
- Application of a New Chiral Phosphepine to the Catalytic Asymmetric Synthesis of Highly Functionalized Cyclopentenes That Bear an Array of Heteroatom-Substituted Quaternary StereocentersJournal of the American Chemical Society, 2011
- Phosphine-catalyzed asymmetric additions of malonate esters to γ-substituted allenoates and allenamidesProceedings of the National Academy of Sciences of the United States of America, 2010
- Phosphine-Catalyzed Formation of Carbon−Sulfur Bonds: Catalytic Asymmetric Synthesis of γ-ThioestersJournal of the American Chemical Society, 2010
- Asymmetric Carbon−Carbon Bond Formation γ to a Carbonyl Group: Phosphine-Catalyzed Addition of Nitromethane to AllenesJournal of the American Chemical Society, 2009
- Phosphine‐Catalyzed Enantioselective Synthesis of Oxygen HeterocyclesAngewandte Chemie-International Edition, 2009
- Phosphine-Catalyzed [4 + 2] Annulation: Synthesis of CyclohexenesJournal of the American Chemical Society, 2007