TEMPO/NaIO4-SiO2: a catalytic oxidative rearrangement of tertiary allylic alcohols to beta-substituted alpha,beta-unsaturated ketones.
The novel catalytic method for the oxidative rearrangement of tertiary allylic alcohols to beta-substituted alpha,beta-unsaturated ketones is described. TEMPO/NaIO4-SiO2 causes facile and efficient oxidative rearrangement of various acyclic substrates as well as medium-sized and macrocyclic substrates.
Shibuya
Masatoshi
M
Graduate School of Pharmaceutical Sciences, Tohoku University, Aobayama 6-3, Sendai 980-8578, Japan.
Tomizawa
Masaki
M
Iwabuchi
Yoshiharu
Y
D000478:Alkylation; D002384:Catalysis; D003497:Cyclic N-Oxides / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010504:Periodic Acid / Q000737:chemistry*; D020005:Propanols / Q000737:chemistry*; D012822:Silicon Dioxide / Q000737:chemistry*
D003497:Cyclic N-Oxides; D007659:Ketones; D020005:Propanols; D010504:Periodic Acid; C006463:allyl alcohol; D012822:Silicon Dioxide; C009288:metaperiodate; C003959:TEMPO