disulfide catalyzed the highly regioselective conversion of epoxides to halohydrins with elemental halogens

Disulfide catalyzed the highly regioselective conversion of epoxides to halohydrins with elemental halogens

The regioselective ring opening of styrene oxide using elemental iodine and bromine in the presence of disulfides as new catalysts was studied. The conductivity titration and UV spectroscopy were used to study the interaction of iodine with these catalysts. The results indicate that disulfide 11 is efficient in polyiodide formation, and can catalyze this reaction in excellent yield and high reg...

Disulfide catalyzed the highly regioselective conversion of epoxides to halohydrins with elemental halogens

The regioselective ring opening of styrene oxide using elemental iodine and bromine in the presence of disulfides as new catalysts was studied. The conductivity titration and UV spectroscopy were used to study the interaction of iodine with these catalysts. The results indicate that disulfide 11 is efficient in polyiodide formation, and can catalyze this reaction in excellent yield and high reg...

Regioselective Opening of Epoxides Catalyzed by Sn (IV). A New Method for the Synthesis of Halohydrins?

The regioselective opening of epoxides with organotin oxides 1 and 2, in presence of halogenated alcohols was developed, yielding the halohydrin derivatives. Introduction Epoxides are among the most versatile intermediates in organic chemistry due to the particular polarity and strength of their three member ring. Those characteristics make them in a very suitable substrate to the attack or man...

Highly regioselective osmium-catalyzed hydroformylation.

The first highly regioselective and general osmium-catalyzed hydroformylation of olefins to aldehydes is reported. The combination of Os3(CO)12 and imidazoyl-substituted phosphine ligands allows n-selective (up to 99%) hydroformylation of bulk aliphatic as well as functional alkenes in good yields (64-87%).

Highly enantioselective and regioselective biocatalytic azidolysis of aromatic epoxides.

[figure: see text] The halohydrin dehalogenase from Agrobacterium radiobacter AD1 catalyzed the highly enantioselective and beta-regioselective azidolysis of (substituted) styrene oxides. By means of kinetic resolutions the remaining epoxide and the formed azido alcohol could be obtained in very high ee. In a large scale conversion, the decrease in yield and selectivity due to the uncatalyzed c...

Highly enantioselective and regioselective biocatalytic azidolysis of aromatic epoxides