a mild, green and highly efficient route for regio-selective amination of oxiranes was developed via incorporation of mn(ii), fe(ii), co(ii), ni(ii), cu(ii) and zn(ii) cations onto the surface of hydroxyapatite-encapsulated γ-fe2o3 nanoparticles (γ-fe2o3@hap). among six magnetically recoverable catalytic systems denoted as [γ-fe2o3@hap-mii], the catalyst in which m designated as fe(ii) showed t...

The optimal conditions for regio- and stereoselective epoxide ring opening of N,N-disubstituted 1,2-epoxy-3-aminocyclopentanes by different nucleophilic reagents have been developed. The substituents on the nitrogen atom in the epoxide precursor and the orientation of the oxirane ring are crucial for the reaction outcome. Thus, treatment of (1RS,2SR,3SR)-1,2-epoxy-3-(N,N-dibenzylamino)cyclopent...

[Chemical reaction: See text] The synthesis of stevastelin B3 (2) and B (5) are described. In a first approach, epoxy cyclodepsipeptide 8 was considered as a promising candidate for the synthesis of the [15]-membered ring members of the stevastelins; however, the oxirane ring opening, required for the completion of the natural stevastelin synthesis, failed. Thus, we synthesized stevastelin B (5...

An overview of the synthesis and applications of chiral 2,3-epoxy alcohols containing unsaturated chains is presented. One of the fundamental synthetic routes to these compounds is Sharpless asymmetric epoxidation, which is reliable, highly chemoselective and enables easy prediction of the product enantioselectivity. Thus, unsaturated epoxy alcohols are readily obtained by selective oxidation o...

This investigation indicates the ability to selectively graft glycidyl methacrylate (GMA) only from the external surface of regenerated cellulose (RC) ultrafiltration (UF) membranes using activator generated electron transfer (AGET) atom transfer radical polymerization (ATRP). This controlled polymerization resulted in epoxy functionalized polymer brush ends. Further reaction of the terminal ep...

The first catalytic, highly C3-selective, stereosepecific ring-opening reaction of 2,3-epoxy alcohols and 2,3-epoxy sulfonamides has been accomplished. This process was efficiently promoted by W-salts, and the developed method was applicable to various epoxides with diverse N- and O-nucleophiles affording the products in good to excellent yields (up to 95%) and generally with high regioselectiv...

A new enantioselective total synthesis of pachastrissamine (jaspine B) was achieved from a known alpha,beta-unsaturated aldehyde by utilizing Córdova's asymmetric epoxidation as the chirality-inducing step. The 2,3-cis stereochemistry of pachastrissamine was established via intramolecular epoxide ring opening of a gamma,delta-epoxy-alpha,beta-unsaturated ester intermediate coupled with oxy-Mich...

We report here a new voltammetric method for the sensitive and selective determination of Hg(2+) based on rational covalent functionalization of graphene oxide with cysteamine to form cysteamine-functionalized graphene through nucleophilic ring-opening reaction between the epoxy of graphene oxide and the amino group of cysteamine in KOH solution.

Epoxy coatings are usually reinforced by the use of nanofillers, but reactive nanofillers having physical tendency towards epoxide ring opening are preferable. In this work, nanosilica (SiO2) and halloysite nanotubes (HNTs) known for their hydroxyl-contained surface are used and their effects on the curing behavior of an epoxy/amine coating is compared. The spherical and tubular nano...