68750-24-3Relevant articles and documents
Expanding the scope of methyl xanthate esters - From Barton-McCombie reaction auxiliary to versatile protective group
Thorsheim, Karin,Manner, Sophie,Ellervik, Ulf
, p. 6329 - 6333 (2017/09/29)
The methyl xanthate ester is presented as a versatile protective group for alcohols. Hydroxyl groups can easily be transformed into methyl xanthate esters by several methods and are commonly used as an auxiliary in the Barton-McCombie reaction. We show that these methyl xanthate esters can readily and chemoselectively be cleaved under mild conditions by the action of diethylenetriamine using microwave heating. This method is orthogonal to many common hydroxyl protective groups that can be introduced and cleaved in the presence of methyl xanthate ester.
N,N-diarylammonium pyrosulfate as a highly effective reverse micelle-type catalyst for hydrolysis of esters
Koshikari, Yoshiki,Sakakura, Akira,Ishihara, Kazuaki
supporting information; experimental part, p. 3194 - 3197 (2012/07/31)
Reverse micelle-type N,N-diarylammonium pyrosulfate (3-5 mol %) efficiently catalyzes the hydrolysis of esters (up to 100 mmol scale) under organic solvent-free conditions. The present method is successfully applied to the hydrolysis of various esters without the decomposition of the base-sensitive moieties and without any loss of optical purity for α-heterosubstituted carboxylic acids.
Lipase-catalysed selective monoacylation of 1,n-diols with vinyl acetate
Framis, Victoria,Camps, Francisco,Clapés, Pere
, p. 5031 - 5033 (2007/10/03)
A simple enzymatic methodology for the selective monoacetylation of 1,n-diols (n=5,8) using vinyl acetate is reported. Monoacetylation excesses of 81-87% at 74-90% 1,n-diol conversions were obtained in toluene and diisopropyl ether using Thermomyces lanuginosus lipase (TLL) immobilised on polypropylene powder as catalyst.