89036-95-3Relevant academic research and scientific papers
α-Hydroxylation of carbonyls using iodine
Zacuto, Michael J.,Cai, Dongwei
, p. 447 - 450 (2007/10/03)
The α-hydroxylation of ketones and aldehydes to α-hydroxyketals mediated by iodine under basic conditions in MeOH is described. Enolates generated under the reaction conditions are iodinated and the resulting α-iodocarbonyl is transformed into the hydroxyketal. The use of iodine for this chemistry represents an economical and practical alternative to existing methods for this transformation.
An efficient procedure to α-hydroxyaldehyde dimethyl acetals
Boni, Monica,Forti, Luca,Ghelfi, Franco,Pagnoni, Ugo M.
, p. 7897 - 7902 (2007/10/02)
α-Hydroxyaldehyde dimethyl acetals are prepared efficiently by conversion of α-haloaldehyde dimethyl acetals into α-haloaldehyde hemiacetal acetates and subsequent methanolysis promoted by lithium methoxide.
Electro-organic Chemistry. Part 93. Electro-organic Transformation of Aldehydes and Ketones to α-Hydroxylated Acetals Utilizing Mediators and Some Synthetic Uses of the Products
Shono, Tatsuya,Matsumura, Yoshihiro,Inoue, Kenji,Iwasaki, Fumiaki
, p. 73 - 78 (2007/10/02)
Electro-oxidation of aldehydes (R1R2CHCHO) and ketones (R1R2CHCOR3) in methanol containing iodide ion (I-) and KOH gave the corresponding α-hydroxylated acetals in good yields.The first step of this oxidation is explained in terms of the attack of an anodically generated active iodine species 'I+' on enols of R1R2CHCHO and R1R2CHCOR3. α-Hydroxy acetals were useful starting materials as exemplified by reaction with aniline or methyl carbamates in the presence of Lewis acids to afford β-keto amine derivatives.The anodic oxidation of α-hydroxy acetals was also carried out.
SYNTHETIC APPLICATION OF PHENYLTHIO- AND PHENYLSULFONYLMETHYL ETHERS TO ALDEHYDES, METHYLALS, CARBOXYLIC ACIDS, AND ENOL OR DIENOL ETHERS
Mandai, Tadakatsu,Hara, Kiyomi,Nakajima, Tsukasa,Kawada, Mikio,Otera, Junzo
, p. 4993 - 4996 (2007/10/02)
Novel synthetic application of the title compounds to aldehydes, methylals, carboxylic acids, and enol or dienol ethers has been newly developed.
