89559-96-6Relevant articles and documents
Lewis acid catalyzed acylation reactions: Scope and limitations
Chandra, Kusum L,Saravanan,Singh, Rajesh K,Singh, Vinod K
, p. 1369 - 1374 (2007/10/03)
Acylation of alcohols, thiols, and sugars were studied with a variety of Lewis acids, and it was found that Cu- and Sn(OTf)2 are very efficient in catalyzing the reaction under mild conditions. Among these two catalysts, Cu(OTf)2 was preferred because of its lower cost and relatively higher yield of the acylated product. The reaction was studied in several solvents, but CH2Cl2 was preferred. It was also observed that the present method is suitable for acylation of tertiary alcohols. Sugars were also acylated without any epimerization at the anomeric center. It is further shown here that this method is also suitable for selective acylation of primary or secondary alcohols over tertiary ones.
Reaction of Olefins with α-Cyanoacetamide in the Presence of Manganese(III) Acetate
Sato, Hidehiko,Nishino, Hiroshi,Kurosawa, Kazu
, p. 1753 - 1760 (2007/10/02)
2-Butenamides and 2-buten-4-olides are formed by the reaction of phenyl or 4-chlorophenyl-substituted olefins with α-cyanoacetamide in the presence of manganese(III) acetate.On the other hand, aryl substituted olefins having electron-donating groups are oxidized under similar reaction conditions to give 1,5-dihydro-2H-pyrrol-2-ones and 3-ethenyl-2-pyrrolidones.All these reactions also produce glycols or ketones which are given by the direct oxidation of these olefins with manganese(III) acetate.The question whether an intermediate carbocation in the oxidation process cyclized on an oxygen or a nitrogen atom can be explained by the hard and soft acids and bases (HSAB) concept.A possible mechanism for the formation of 2-buten-amides and 2-buten-4-olides is proposed.
The Reaction of Olefins with Malonic Acid in the Presence of Manganese(III) Acetate
Ito, Nobuyuki,Nishino, Hiroshi,Kurosawa, Kazu
, p. 3527 - 3528 (2007/10/02)
The reaction of 1,1-diphenylethene with malonic acid in the presence of manganese(III) acetate gave 3,3,8,8-tetraphenyl-2,7-dioxaspirononane-1,6-dione and 4,4-diphenyl-2-(2,2-diphenylethenyl)-4-butanolide.Similar reactions with 1,1-bis(4-methoxyphenyl)ethene, methylenecyclohexane, 2-phenylpropene, 1-octene, and cyclohexene yielded the corresponding 2,7-dioxaspirononane-1,6-diones.