91306-52-4Relevant articles and documents
New Preparative Method for 2-Arylpropanoic Acids by Oxidative Aryl Migration in Aryl α-Seleno- and Aryl α-Telluro-ethyl Ketones
Uemura, Sakae,Fukuzawa, Shin-ichi,Yamauchi, Takayoshi,Hattori, Kaneaki,Mizutaki, Shoichi,Tamaki, Kentaro
, p. 426 - 427 (1984)
Oxidation with m-chloroperbenzoic acid of the ethylene acetals of aryl α-phenylseleno- or aryl α-phenyltelluro-ethyl ketones prepared by treating the corresponding α-bromo compounds with diphenyl diselenide-sodium or diphenyl ditelluride-sodium, respectively, affords hydroxyethyl 2-arylpropanoates in moderate to good yields via aryl group migration.
Stereo- and Chemo-Selectivity in reduction of α-alkyl Aryl Ketones with Metal Hydrides
Aoki, Ikuo,Nishibayashi,Uemura, Sakae
, p. 337 - 340 (2007/10/02)
Metal hydride reduction of a variety of α-alkyl aryl ketones gives a mixture of threo- and erythro-β-aryl-β-hydroxyalkyl phenyl(or methyl)selenides by carbonyl reduction and 1-aryl-1-alkanol by the substitution of a phenyl(or methyl)seleno group with hydrogen.With all metal hydrides examined the formation of the threo-isomer always predominated.The addition of various metal chlorides in the reduction of various α-heteroatom (N, P, O, S)-substituted ketones.
Preparation of 2-Arylpropanoic Acids by Oxidative Aryl Migration in (β-Aryl-β-hydroxy)alkyl Phenyl Selenides
Uemura, Sakae,Ohe, Kouichi,Yamauchi, Takayoshi,Mizutaki, Shoichi,Tamaki, Kentaro
, p. 907 - 910 (2007/10/02)
Oxidation of diastereomeric mixtures of 1-aryl-1-hydroxyprop-2-yl phenyl selenides, prepared either by phenylselenylation of propiophenones followed by reduction or by treatment of benzaldehyde with α-(phenylseleno)ethyl anion, with an excess of meta-chloroperbenzoic acid in methanol at 25 deg C for 24 h or at reflux for 2 h affords methyl 2-arylpropanoates almost quantitatively.Similar treatment in tetrahydrofuran at 25 deg C for 24 h results in a direct formation of 2-arylpropanoic acids in high yields.