Organocatalytic asymmetric multicomponent reactions of aromatic aldehydes and anilines with β-ketoesters: facile and atom-economical access to chiral tetrahydropyridines
Authors:
- 3 January 2013
- journal article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- Vol. 49 (14) , 1401-1403
Abstract
The first catalytic asymmetric pseudo five-component (AB2C2 type) reaction is reported. A spirocyclic chiral phosphoric acid catalyzed one-pot multicomponent reaction of aromatic aldehydes, anilines and β-ketoesters and afforded highly functionalized enantioenriched tetrahydropyridines with high levels of stereocontrol.Keywords
This publication has 49 references indexed in Scilit:
- Asymmetric Organocatalytic Cyclization and Cycloaddition ReactionsChemical Reviews, 2011
- Mechanistic Variations of the Povarov Multicomponent Reaction and Related ProcessesCurrent Organic Chemistry, 2010
- Multi-component Heterocycle Syntheses via Catalytic Generation of AlkynonesCurrent Organic Chemistry, 2009
- Strategies for Innovation in Multicomponent Reaction DesignAccounts of Chemical Research, 2009
- Chemo-differentiating ABB′ multicomponent reactions. Privileged building blocksChemical Society Reviews, 2006
- Recent Developments in Isocyanide Based Multicomponent Reactions in Applied ChemistryChemical Reviews, 2005
- Asymmetric Multicomponent Reactions (AMCRs): The New FrontierAngewandte Chemie International Edition, 2005
- Synthesis of 2,6-Dialkyl-1,2,5,6-Tetrahydropyridines and Their Applications in Total SynthesisCurrent Organic Synthesis, 2004
- Recent Developments in the Isonitrile‐Based Multicomponent Synthesis of HeterocyclesEuropean Journal of Organic Chemistry, 2003
- The Atom Economy—A Search for Synthetic EfficiencyScience, 1991