Oxidative rearrangement of tertiary allylic alcohols employing oxoammonium salts.
Practical and highly efficient methods for oxidative rearrangement of tertiary allylic alcohols to beta-substituted alpha,beta-unsaturated carbonyl compounds employing oxoammonium salts are described. The methods developed are applicable to acyclic substrates as well as medium membered ring substrates and macrocyclic substrates. The counteranion of the oxoammonium salt plays crucial roles on this oxidative rearrangement.
Shibuya
Masatoshi
M
Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University, Aobayama, Sendai, Japan.
Tomizawa
Masaki
M
Iwabuchi
Yoshiharu
Y
D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010084:Oxidation-Reduction; D020005:Propanols / Q000737:chemistry*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D012492:Salts / Q000737:chemistry*; D013055:Spectrophotometry, Infrared
D020005:Propanols; D000644:Quaternary Ammonium Compounds; D012492:Salts; C006463:allyl alcohol