104681-90-5Relevant academic research and scientific papers
Chloromethyl(dimethyl)sulfonium Trifluoromethanesulfonate - The Reagent for Preparation of Acetals of 2-Hydroxyaldehydes from Ketones under Basic Conditions
Kaczmarczyk, Grzegorz,Jończyk, Andrzej
, p. 921 - 922 (1997)
2-Hydroxyaldehydes dimethylacetals 5 are synthesized via reaction of chloromethyl(dimethyl)sulfonium trifluoromethanesulfonate (1) with ketones 2, carried out in the presence of sodium methoxide in methanol. The corresponding 2-chloro- (3a) or 2-dimethyls
Lewis acid-catalyzed Friedel-Crafts reactions toward highly versatile, α-quaternary oxime ethers
Schlegel, Marcel,Schneider, Christoph
, p. 11124 - 11127 (2018)
The synthesis of all-carbon-substituted, quaternary stereocenters through Lewis acid-catalyzed Friedel-Crafts alkylation of cyclic and acyclic 2-hydroxy oxime ethers proceeds under mild reaction conditions and with high yields. Moreover, the oxime ether m
Ozonolysis of Vinyl Ethers. Evidence for Intramolecular Oxygen Transfer from a Carbonyl Oxide Moiety to a Methoxyvinyl Group
Nakamura, Norinaga,Nojima, Masatomo,Kusabayashi, Shigekazu
, p. 4969 - 4973 (2007/10/02)
Ozonolysis of diene 1 in carbon tetrachloride gave exclusively the keto ester 2, while in methanol the keto olefin 17 was the major product.The behavior of model vinyl ethers 3a,b has revealed that a mechanism involving intramolecular oxygen atom transfer from the carbonyl oxide moiety to a methoxyvinyl group is the most probable for the keto ester formation from diene 1.
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.
