Glycal Epoxides Research Articles

Epoxidation of C-branched glycals: unexpected stereochemical results and their theoretical rationale

This paper describes the synthesis of C-3 methyl-branched glycosides by epoxidation of partially unblocked l-configured glycals. The stereochemical result depends on the orientation of the allylic hydroxyl group. A theoretical explanation is presented, based on the conformational preferences of the respective glycal half-chair conformations that were estimated by applying the BP density functional and a valence triple-ζ basis set.

ChemInform Abstract: Addition of Allylstannanes to Glycal Epoxides. A Diastereoselective Approach to β‐C‐Glycosidation.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform Abstract: A Simple and Highly Diastereoselective Preparation of Glycal Epoxides Using the MCPBA‐KF Complex.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

A stereoselective and preparative entry to 1,2-anhydrosugars through oxidation of glycals with perfluoro-cis-2,3-dialkyloxaziridines

Perfluoro-cis-2,3-dialkyloxaziridines 1 perform the direct epoxidation of glycals 2 to give cleanly corresponding 1,2-anhydrosugars 3 with medium to complete diastereoselection; elaboration of these glycals to glycosyl fluorides and lipid conjugates is also reported.

A simple and highly diastereoselective preparation of glycal epoxides using the MCPBA-KF complex

Glycals are converted to the corresponding epoxides in high yields by a diastereoselective one-step epoxidation using the m-chloroperoxybenzoic acid-KF complex in anhydrous dichloromethane.

ChemInform Abstract: Epoxidation of Exocyclic Glycals: A New Access to Glycosides of Keto Sugars.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Epoxidation of exoxyclic glycals: A new access to glycosides of ketosugars

A novel approach to the synthesis of glycosides and disaccharides of ketofuranoses and ketopyranoses by epoxidation of exocyclic glycals and reaction of the intermediate epoxides with different alcohols is described.

ChemInform Abstract: Direct Epoxidation of Glycals: Application of a Reiterative Strategy for the Synthesis of β‐Linked Oligosaccharides.

AbstractThe first general, high‐yield, one‐step conversion of glycals such as (I) into 1,2‐anhydro sugars such as (II) is described using dimethyldioxirane as epoxidation reagent.

On the direct epoxidation of glycals: application of a reiterative strategy for the synthesis of .beta.-linked oligosaccharides

Synthese d'oligosaccharides a partir du tri-O-acetyl-3,4,6 glucal et du dimethyl-3,3 dioxiranne