Readily Scalable Methodology for the Synthesis of Nonsymmetric Glyceryl Diethers by a Tandem Acid-/Base-Catalyzed Process
作者:Alejandro Leal-Duaso、Sara Gracia-Barberán、José A. Mayoral、José I. García、Elisabet Pires
DOI:10.1021/acs.oprd.9b00411
日期:2020.2.21
A useful optimized synthetic methodology has been designed for the synthesis of nonsymmetric glyceryl diethers from epichlorohydrin. A tandemprocess combining a cheap, heterogeneous, and fully recoverable acid catalyst and alkaline hydroxide is used for the synthesis of a variety of glycerol-derived ethers bearing different alkyl substituents in 1 and 3 positions. Different heterogeneous acid catalysts
The nucleophilic ringopening reactions of epoxides by aliphatic alcohols and water are achieved efficiently in the presence of catalytic amounts of silica sulfuric acid with high degree of regioselectivity. The catalyst is reusable and can be applied several times without any decrease in the yield of reactions.
Iron Perchlorate on Silica Gel as Multi-purpose Reagent for Catalysis of Closure and Rupture of Carbon-Oxygen Bond in Epoxides, Alcohols, and Esters
作者:P. Salechi、M. M. Khodaei、S. B. Ghareghani、A. R. Motlagh
DOI:10.1023/b:rujo.0000003154.92028.84
日期:2003.6
Aliphatic alcohols and water in the presence of catalytic amounts of Fe3+ ion introduced as iron(Ill) perchlorate on silica gel carrier perform efficient regiospecific opening of an epoxy ring. Carbon acids esterification with various type alcohols was carried out using the system Fe(ClO4)(3)-silica gel in dichloromethane under conditions excluding solvolysis. Acetylation and formylation of alcohols was performed by efficient transesterification with ethyl acetate and ethyl formate.
Magnesium Hydrogensulfate: A Cheap and Efficient Catalyst for the Conversion of Epoxides into β-Alkoxy Alcohols, Vicinal-Diols, and Thiiranes
作者:Peyman Salehi、Mohammad Mahdi Khodaei、Mohammad Ali Zolfigol、Afsaneh Keyvan
DOI:10.1081/scc-120022479
日期:2003.9.1
The nucleophilic ring opening reactions of epoxides by aliphatic alcohols and water are achieved efficiently in the presence of catalytic amounts of magnesium hydrogensulfate, Mg(HSO4)(2), with high degree of regioselectivity. The reactions are chemoselective and many of the other functional groups such as ethereal carbon-oxygen bonds as well as carbon-carbon double bond remain intact under the reaction conditions. Epoxides also react with thiourea or ammonium thiocyanate in the presence of Mg(HSO4)(2) to afford the corresponding thiiranes in good to excellent yields.