Epoxides undergo regioselective ring opening with various nucleophiles using catalytic amount of nano magnesium oxide and water as solvent under mild reaction conditions. The remarkable features of this method are improved yields, high regioselectivity, and green chemistry agreement.

An electrochemical P450 model compound consisting of meso-tetraphenylporphyrinatochromium(3+) chloride (CrTPP), imidazole, and acetic acid was used in acetonitrile containing alkenes. The corresponding epoxides were obtained in better yields compared to a similar electrochemical P450 model compound using meso-tetraphenylporphyrinatomanganese(3+) chloride. The results of cyclic voltammetry and c...

Poly (N-bromosuccinimide) (PNBS) as a mild, efficient, non-acidic, polymeric and heterogeneous catalyst was applied for simple conversion of epoxides into thiiranes by treatment with KSCN or (NH2)2CS at room temperature. Aliphatic and aromatic epoxides converted into their corresponding thiiranes under mild conditions. All reactions proceeded in short reaction times and afforded the correspondi...

Epoxide hydrolases (EH), enzymes present in all living organisms, transform epoxide-containing lipids to 1,2-diols by the addition of a molecule of water. Many of these oxygenated lipid substrates have potent biological activities: host defense, control of development, regulation of blood pressure, inflammation, and pain. In general, the bioactivity of these natural epoxides is significantly re...

Sister-chromatid exchange (SCE) and chromosome aberrations (CA) in bone marrow cells were analyzed after in vivo exposure in mice to 4 aliphatic epoxides, namely 1-naphthyl glycidyl ether (NGE), 1-naphthyl propylene oxide (NPO), 4-nitrophenyl glycidyl ether (NPGE) and trichloropropylene oxide (TCPO). These compounds were selected as being among the most mutagenic aliphatic epoxides in our previ...

7,12-Dimethylbenz(a)anthracene (DMBA):deoxyribonucleoside adducts, from enzymic hydrolyses of DNA from mouse embryo cells exposed in culture to [3H]DMBA, can be separated into two fractions on the basis of whether or not they bind to the phenyl boronic acid residues of Servacel DHB. This suggests that these two fractions of adducts are derived from anti and syn bay-region dihydrodiol-epoxides, ...

Different enantiopure terminal epoxides or bromohydrins have chemoselectively been synthesised in one-pot starting from the corresponding α-bromoketones through alcohol dehydrogenase (ADH)-catalysed processes adding an organic co-solvent and tuning appropriately the medium pH and the temperature. Thus, at neutral pH enantiopure bromohydrins were obtained while using basic conditions (pH 9.5-10)...

The mechanism of the hydrolytic kinetic resolution (HKR) of terminal epoxides was investigated by kinetic analysis using reaction calorimetry. The chiral (salen)Co-X complex (X = OAc, OTs, Cl) undergoes irreversible conversion to (salen)Co-OH during the course of the HKR and thus serves as both precatalyst and cocatalyst in a cooperative bimetallic catalytic mechanism. This insight led to the i...

A. Supplementary Figures S1–S2 S2 B. Complete data on spirocyclization of exo-glycal epoxide 6a S3 C. Materials and methods S4 D. Synthesis of propargyl alcohols 2a–h S5 E. Synthesis of exo-glycals 3a–h S8 F. Synthesis of TIPS-protected exo-glycals 4a–h S11 G. Synthesis of 4-substituted exo-glycals 4i–n S14 H. Synthesis of exo-glycal alcohols 5a–n S18 I. Synthesis of exo-glycal epoxides 6a–n S2...