Nucleophilic transformations of azido-containing carbonyl compounds <i>via</i> protection of the azido group
Takahiro Aimi, Tomohiro Meguro, Akihiro Kobayashi, Takamitsu Hosoya, Suguru Yoshida
Abstract
Nucleophilic transformations of azido-containing carbonyl compounds are discussed. The phosphazide formation from azides and di(tert-butyl)(4-(dimethylamino)phenyl)phosphine (Amphos) enabled transformations of carbonyl groups with nucleophiles such as lithium aluminum hydride and organometallic reagents. The good stability of the phosphazide moiety allowed us to perform consecutive transformations of a diazide through triazole formation and the Grignard reaction.
Topics & Concepts
ChemistryNucleophileGroup (periodic table)AzideCarbonyl groupNucleophilic additionCombinatorial chemistryMedicinal chemistryOrganic chemistryCatalysisClick Chemistry and ApplicationsChemical Synthesis and AnalysisSynthesis and Catalytic Reactions