17023-75-5

Upstream product

• 99-85-4 crithmene 

Relevant academic research and scientific papers

Regio- and stereoselective synthesis of aziridino epoxides from cyclic dienes

Two different routes for the regio- and stereoslective synthesis of aziridino epoxides from cyclic dienes have been explored. The first strategy involves regiospecific aziridination of cyclic diene derivatives and subsequent epoxidation with m-CPBA to yie

METHOD FOR MANUFACTURING AN EPOXY COMPOUND AND METHOD FOR EPOXIDIZING A CARBON-CARBON DOUBLE BOND

The present invention provides a method for producing an epoxy compound, comprising oxidizing a carbon-carbon double bond of an organic compound by hydrogen peroxide in the presence of a neutral inorganic salt and a mixed catalyst of a tungsten compound (a), at least one phosphorus compound selected from the group consisting of phosphoric acids, phosphonic acids, and salts thereof (b) and a surfactant (c), and an epoxidizing method comprising oxidizing a carbon-carbon double bond by hydrogen peroxide in the presence of the catalyst and the neutral inorganic salt.

Selective Oxidation of Monoterpenes with Hydrogen Peroxide Catalyzed by Peroxotungstophosphate (PCWP)

Catalytic epoxidation of monoterpenes with aqueous hydrogen peroxide catalyzed by peroxotungstophosphate (PCWP) under biphase conditions using chloroform as the solvent was examined.A variety of terpenes was oxidized to the corresponding monoepoxides or diepoxides in good yields under mild conditions.For example, limonene (1) was converted into limonene oxide (1a) in which the cyclohexene double bond was selectively epoxidized in almost quantitative yield.The oxidation of γ-terpinene (2) with 2.2 equiv of 35percent H2O2 took place with high stereoselectivity to give cis-diepoxide 2c.In terpenes bearing electron-withdrawing groups such as neryl acetate (3), geranyl acetate (4), citral (5), and geranyl nitrile (6), the double bonds remote from the substituents were epoxidized in preference to the others.The epoxidation of linalool (9) by the present catalyst-oxidant system produced the cyclic products, hydroxy furan 9a and hydroxy pyran 9b, rather than epoxide. tert-Butyl alcohol was successfully employed as the solvent by treating a hydrogen peroxide solution of tert-butyl alcohol with MgSO4 prior to use.The regioselectivities in the epoxidation of monoterpenes can be favorably explained from the electron densities of the double bonds which were estimated using the CAChe system.

One pot synthesis of substituted tropones from 7,7-Dihalo-2,3-(or 3,4-)epoxybicyclo[4.1.0]heptane Derivatives

In order to obtain a scope and limitations of the reaction for newly developed tropone synthesis, some substituted 2,3- and 3,4-epoxy-7,7-dihalobicyclo[4.1.0]heptanes have been prepared and treated with several acids. We found that (1) the epoxy-carbons of starting materials should have, at least, one substituent which may stabilize the carbenium ion formed by cleavage of the epoxide with acid, (2) as halogens in the starting materials, bromine is superior to chlorine, (3) use of 20 molar equivalent of TFA to a substrate in chloroform at refluxing temperature or use of each 5 molar equivalent of TCA and water to a substrate in toluene at 100 °C is recommended.