A novel polyphosphoester (PPE) with vinyl ether side chain functionality was developed as a versatile template for postpolymerization modifications, and its degradability and biocompatibility were evaluated. An organo-catalyzed ring-opening polymerization of ethylene glycol vinyl ether-pendant cyclic phosphotriester monomer allowed for construction of poly(ethylene glycol vinyl ether phosphotri...

A metal-free, mild and efficient method for the synthesis of 2-methylquinolines was successfully developed by condensation of anilines with vinyl ethers in the presence of catalytic amount of iodine. Modification of both pyridine and benzene moieties was easily achieved by changing only the vinyl ether and aniline. In this reaction, the iodine species was revealed to show dual behavior; molecul...

The Claisen rearrangement of sugar derived allyl vinyl ether, Wittig olefination and intramolecular acetalization reactions were used as key steps in the first stereoselective total synthesis of neosemburin and isoneosemburin through the formation of a 3-C-branched sugar precursor as a key intermediate.

N-Vinylpirrolidinone reacts with (E)-ethyl 5-hydroxy-3-(4-oxo-4H-chromen-3-yl) acrylate (1) through a domino reaction similar to that reported reaction for ethyl vinyl ether. Inverse electron demand Diels–Alder (IEDDA)–elimination-IEDDA generates isomeric tetracycles 5 and 6. The assignment of the relative stereochemistry of the products was made by comparing the proton couplings with those obt...

We report on the collapsing and reswelling ability of grafted poly(methyl vinyl ether) chains of different molecular architectures. In order to study the influence of constraints and confinement of the chains, the polymer was grafted onto AFM tips, as a model of a curved nano-sized surface, and onto macroscopic silicon substrates for comparison purposes. AFM-based force spectroscopy experiments...

Chemical bond breaking and formation during chemical reactions can be observed using "transition state spectroscopy". Comparing the measurement result of the transition state spectroscopy with the simulation result of single direct-dynamics trajectory, we have elucidated the reaction dynamics of Claisen rearrangement of allyl vinyl ether. Observed the reaction of the neat sample liquid, we have...

Highly stereoselective chelation-controlled Pd(0)-catalyzed beta-arylations and beta-vinylations of a five-membered chiral, pyrrolidine-based vinyl ether were achieved using aryl- and vinyl chlorides as substrates, yielding quaternary 2-aryl/vinyl-2-methyl cyclopentanones in 89-96% ee under neutral reaction conditions.

Kinetic investigations of substituent effects in the thermal rearrangement of bis-vinyl ether substrates are reported. Findings indicate that the influence of the various substituent patterns on the rate of rearrangement in these compounds differs from that documented in the literature for the analogous [3,3]-sigmatropic rearrangement of allyl vinyl ethers. In addition, the thermochemical data ...

Living/controlled free radical copolymerization of chlorotrifluoroethene and butyl vinyl ether has been successfully achieved at room temperature under (60)Co γ-ray irradiation in the presence of S-benzyl O-ethyl dithiocarbonate. The alternating and block copolymers have been obtained with well-defined molecular weights and narrow molecular weight distributions.