Precipiton reagents: precipiton phosphines for solution-phase reductions.
[structure: see text] [structure: see text] [structure: see text] Several Precipiton phosphines were prepared and employed in the Staudinger reaction and in the reduction of secondary ozonides. Both amines and aldehdyes were obtained in good to excellent yields and purities. After use of the phosphine, isomerization and precipitation of the spent phosphorus reagent were induced by exposure to visible light in the presence of erythrosin B, a triplet sensitizer. Products were isolated by simple filtration. The use of the triplet sensitizer has the added advantage of eliminating [2 + 2] cycloaddition reactions between trans-Precipitons.
Bosanac
Todd
T
Department of Chemistry and The Combinatorial Chemistry Center, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA.
Wilcox
Craig S
CS
D002384:Catalysis; D004923:Erythrosine / Q000737:chemistry; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010720:Phosphines / Q000032:analysis / Q000138:chemical synthesis*; D013237:Stereoisomerism
D007202:Indicators and Reagents; D010720:Phosphines; D004923:Erythrosine