Organocatalytic Enantioselective One‐pot Synthesis of Dihydrocoumarins via C−H Oxidation and Cyclization Cascade
Authors:
- 25 September 2023
- journal article
- research article
- Published by Wiley in Asian Journal of Organic Chemistry
- Vol. 12 (10)
Abstract
Chiral 3,4‐dihydrocoumarin derivatives were obtained from 2‐benzyl phenols and oxazolones in moderate to high yields with excellent enantioselectivitie (up to 96 % ee) through one‐pot cascade via C−H oxidation and cyclization cascade using a binaphthyl‐modified squaramide bifunctional organocatalyst under mild reaction conditions.Keywords
This publication has 90 references indexed in Scilit:
- Recent developments in asymmetric multicomponent reactionsChemical Society Reviews, 2012
- Catalytic Asymmetric Conjugate Allylation of CoumarinsOrganic Letters, 2011
- Advancing the Mechanistic Understanding of an Enantioselective Palladium-Catalyzed Alkene Difunctionalization ReactionJournal of the American Chemical Society, 2010
- Organocatalytic Asymmetric Tandem Michael Addition−Hemiacetalization: A Route to Chiral Dihydrocoumarins, Chromanes, and 4H-ChromenesThe Journal of Organic Chemistry, 2010
- Synthesis and Preliminary Biological Studies of 3-Substituted Indoles Accessed by a Palladium-Catalyzed Enantioselective Alkene Difunctionalization ReactionJournal of the American Chemical Society, 2010
- Palladium-Catalyzed Enantioselective Addition of Two Distinct Nucleophiles across Alkenes Capable of Quinone Methide FormationJournal of the American Chemical Society, 2009
- Asymmetric Cycloadditions of o-Quinone Methides Employing Chiral Ammonium Fluoride PrecatalystsOrganic Letters, 2008
- Asymmetric Organocatalytic Domino ReactionsAngewandte Chemie International Edition, 2007
- Palladium(II)-Catalyzed Enantioselective Aerobic Dialkoxylation of 2-Propenyl Phenols: A Pronounced Effect of Copper Additives on EnantioselectivityJournal of the American Chemical Society, 2007
- Taming Reactive Phenol Tautomers and o-Quinone Methides with Transition Metals: A Structure−Reactivity RelationshipAccounts of Chemical Research, 2002