Multicomponent macrocyclization reactions (MCMRs) employing highly reactive acyl ketene and nitrile oxide
John M Knapp1, James C Fettinger, Mark J Kurth
1Department of Chemistry, University of California, Davis, 1 Shields Avenue, Davis, California 95616, USA.
None:
An efficient synthesis of spiro-fused macrolactams by a multicomponent macrocyclization reaction (MCMR) is reported. The use of highly reactive, transient intermediates in this MCMR permits short reaction times, even at high dilution. The methods employed for this MCMR were first developed as a four-component strategy for the synthesis of β-ketoamide isoxazolines and a new macrocyclization reaction is reported.
Related Concept Videos
Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction
Nitriles to Ketones: Grignard Reaction
The mechanism begins with a nucleophilic attack by the Grignard reagent...
Cycloaddition Reactions: Overview
Conjugate Addition of Enolates: Michael Addition
Pericyclic Reactions: Introduction
Pericyclic reactions can be classified into three categories: electrocyclic reactions, cycloaddition reactions, and sigmatropic rearrangements. Electrocyclic reactions and sigmatropic rearrangements are...
Radical Reactivity: Intramolecular vs Intermolecular


