78998-85-3Relevant articles and documents
The Pummerer-type reaction mediated ring-opening of 2-alkyl substituted 1-[(2-methoxyethoxy)methoxy]-2-(phenylsulfinyl)cyclopropanes
Pohmakotr, Manat,Moosophon, Panawan,Pisutjaroenpong, Somchai,Tuchinda, Patoomratana,Reutrakul, Vichai
, p. 4389 - 4391 (2007/10/03)
α-Lithiated 1-[(2-methoxyethoxy)methoxy]-2-(phenylsylfinyl)cyclopropane reacted smoothly with alkylating agents to afford the corresponding α-alkylated cyclopropylsulfoxides, which underwent the Pummerer-type reaction mediated ring-opening at low temperature (-78°C) by employing TFAA/Pri2NEt/CH2Cl2 to give mixtures of β-(phenylthio)-α,β- and γ,δ-unsaturated aldehydes.
Metal-Catalyzed Stereospecific Michael Reaction Equivalent
Godleski, Stephen A.,Villhauer, Edwin B.
, p. 2246 - 2252 (2007/10/02)
The addition of nucleophiles to vinyl sulfide-allylic acetates mediated by (?-allyl)palladium intermediates has been shown to occur exclusively on the allyl terminus remote from sulfur, thereby effecting the equivalent to a Michael reaction.Due to the int
Oxidation of Alcohols with tert-Butyl Hydroperoxide and Diaryl Diselenide
Kuwajima, Isao,Shimizu, Makoto,Urabe, Hirokazu
, p. 837 - 842 (2007/10/02)
Treatment of alcohols with tert-butyl hydroperoxide in the presence of diaryl diselenide in refluxing benzene gives the corresponding aldehydes or ketones.Although some allylic alcohols undergo oxidation in the presence of 10-15 mol percent of bis(p-chlorophenyl) diselenide, use of 0.5 equiv of bis(2,4,6-trimethylphenyl) diselenide gives satisfactory results in almost all cases.The procedure can be used for selective oxidation of alcohols bearing a phenylthio or phenylseleno group, which usually survives the reaction conditions to give the corresponding carbonyl compounds.
