New Oxidative Transformations of Phenolic and Indolic Oxazolines: An Avenue to Useful Azaspirocyclic Building Blocks
作者:Norbert A. Braun、Malika Ousmer、Jonathan D. Bray、Denis Bouchu、Karl Peters、Eva-Maria Peters、Marco A. Ciufolini
DOI:10.1021/jo000341v
日期:2000.7.1
The oxidative cyclization of a phenolic amide to a spirolactam has long been regarded as an "impossible" reaction, because exposure of the substrates to a variety of oxidants results in formation of spirolactones with consequent loss of the amine segment. We recently communicated that this heretofore unknown transformation may be achieved by oxidation of oxazoline analogues of phenolic and indolic
Tertiary Amides as Directing Groups for Enantioselective C−H Amination using Ion‐Paired Rhodium Complexes
作者:Kieran J. Paterson、Amit Dahiya、Benjamin D. Williams、Robert J. Phipps
DOI:10.1002/anie.202317489
日期:2024.4.2
Direct amination of benzylic C−H bonds generates important stereocenters. Our approach, in which the chirality of a bimetallic rhodium complex is located on its associated cations, achieves this on tertiary amide-containing substrates to give amination of arylbutyric and arylvaleric acid-derived amides. We believe that the amide most likely interacts directly with the chiral cation to provide a highly