55577-75-8Relevant academic research and scientific papers
Palladium(II)-catalyzed dicarboxymethylation of chiral allylic alcohols: Chirality transfer affording optically active diesters containing three contiguous chiral centers
Hamed, Othman,Henry, Patrick M.,Becker, Daniel P.
supporting information; experimental part, p. 3514 - 3517 (2010/09/05)
This manuscript describes the extension of Stille's palladium-catalyzed olefin dicarbonylation reaction to chiral allylic alcohols with chirality transfer to afford the corresponding chiral alcohol functionalized with bis-carbomethoxy esters, containing three contiguous chiral centers, in good to excellent diastereoselectivities (78-98%).
Chemistry of Dioxiranes. 21. Thermal Reactions of Dioxiranes
Singh, Megh,Murray, Robert W.
, p. 4263 - 4270 (2007/10/02)
Thermolysis of dioxiranes in solutions of their parent ketones or in mixtures of the parent ketone and a foreign ketone leads to the formation of esters.The results are explained by postulating a free-radical mechanism involving H atom abstraction from the ketones.The resulting radicals are converted to the observed esters by reaction with acyloxy radicals derived from homolysis of the dioxiranes.Autodecomposition of dimethyldioxirane in acetone solution at room temperature gives methyl acetate at a very slow rate.When catalyzed by BF3 etherate the same decomposition proceeds much more rapidly and is accompanied by acetol formation.
Cobalt(II) Chloride Catalyzed Acylation of Alcohols with Acetic Anhydride: Scope and Mechanism
Iqbal, Javed,Srivastava, Rajiv Ranjan
, p. 2001 - 2007 (2007/10/02)
Cobalt(II) chloride catalyzes the acetylation of a variety of alcohols with acetic anhydride in excellent yield.Primary hydroxyl groups can be selectively acylated in the presence of secondary and tertiary ones while the secondary hydroxyl groups can be preferentially acetylated in the presence of tertiary ones.Tertiary alcohols have been found to give ketones, acetoacetates, olefins, and diketene in addition to the acetate.The β-hydroxy esters and ketones can be acylated under these conditions without any elimination, and this reaction has been compared with 4-(dimethylamino)pyridine (DMAP)-mediated acylations where elimination of the resulting β-acetoxy carbonyl compound is observed.A detailed investigation of the acylation of tertiary alcohols has revealed that these reactions proceed via a tertiary alkoxy radical and ketene.A mechanism for these acylations is proposed by invoking an electron-transfer process.
A New Acylation Catalyst
Ahmad, Saeed,Iqbal, Javed
, p. 114 - 115 (2007/10/02)
Cobalt(II) chloride catalyses the acylation of alcohols and amines with anhydrides in excellent yields.
