Three types of small ring compounds (epoxides, aziridines and cyclopropanes) can be synthesized stereoselectively via ylide route. Among them, the stereochemistry of vinyloxiranes, vinylaziridines, cyclopropylesters, amides and ketones can be tuned by the choice of reaction conditions and ylides with varying heteroatoms and ligands. Optically active epoxides and acetylenylaziridines can be prep...

The synthesis of surfactants from fatty acid esters via epoxide chemistry has been known for its accompanying challenges, which usually involve the use toxic homogeneous catalysts in ring-opening reaction step and generation many side products. This paper presents environmentally benign routes to a library nonionic three-step involving transesterification methyl oleate alkyl oleates, epoxidatio...

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) is a versatile reagent in organic synthesis. Owing to its oxidizing ability and also its relative stability under various reaction conditions cause it to be one of the most used reagents to perform several organic transformations such as oxidation of benzhydrols [1], dehydrogenation [2, 3], deprotection of benzyl ethers [4], anodic oxidation of na...

Water is an effective promoter of the endo-selective opening of trisubstituted epoxides, enabling related cascades leading to a variety of substituted ladder polyether structures. When used in conjunction with a tetrahydropyran-templated nucleophile, water can overcome the powerful electronic directing effect of a methyl substituent at either site of the epoxide, making water a uniquely versati...

Reaction of a nucleobase with nitrosonium ion leads to its diazotization. Due to the instability,the nucleobase-diazonium assumingly falls in dediazotization and successive ring openingreactions. The resulting intermediate of the ring opening reaction is able to covalently cross-linkthe opposite strands of DNA. To examine this assumption for cytosine, some 4-amino-5-cyanopyrimidines were synthe...

A library of new dinuclear CeIV complexes the type [NEt4]2[Ce2X6(TP)(sol)2] (X = Cl, ODipp, OSiMe3; sol py, THF), where TP represents a family tetraphenolate ligands that control intermetallic distance, are readily made in good yields. The strongly stabilize cerium +4 oxidation state and allow incorporation alkylammonium cocations an “ate” complex formulation enables them to be used as soluble,...

A mass spectrometric method has been delineated for the identification of the epoxide functionalities in unknown monofunctional analytes. This method utilizes gas-phase ion/molecule reactions of protonated analytes with neutral trimethyl borate (TMB) followed by collision-activated dissociation (CAD) in an ion trapping mass spectrometer (tested for a Fourier-transform ion cyclotron resonance an...

Abstract In‐depth understanding of copolymerization kinetics and the resulting polymer microstructure is crucial for design materials with well‐defined properties. Further, insights regarding impact solvents on allows precisely tuned materials. In this regard, in situ 1 H NMR spectroscopy enables precise monitoring living anionic ring‐opening (AROP) ethylene oxide (EO) glycidyl ethers allyl eth...

†̃ †̃bay-region' â€d̃iol-epoxides of PAH are important in their car cinogenic activity. A bay region occurs in PAH when an angu larly fused benzo ring is present (Chart 1). There is now direct evidence from tumorigenicity studies that bay-region diol epoxides of B(a)P (2, 14, 15, 22, 23) and BA (18, 25, 26) are ultimate carcinogenic metabolites. In addition, recent studies have shown that cert...