Regioselective Conversion of Epoxides to Halohydrins by Titanium(IV) Halide-Lithium Halide Complex

Dodecatungstocobaltate heteropolyanion encapsulation into MIL‐101(Cr) metal–organic framework scaffold provides a highly efficient heterogeneous catalyst for methanolysis of epoxides

“…[41] Epoxides have attracted substantial attention as building blocks in organic synthesis and synthesis intermediates. [42][43][44] Ring-opening reactions of epoxides to achieve β-substituted alcohols with aromatic and heteroaromatic nucleophiles provide advantageous pathways in organic synthesis. In general, these reactions proceed under either basic or acidic conditions.…”

SO3H-Carbon derived from glycerol: An efficient and recyclable catalyst for smooth and regioselective azidolysis of oxiranes in water

“…Their inherent polarity and strain, makes susceptible to react with a large number of organic compounds [2][3][4][5]. Ring opening reactions of epoxide with nucleophiles are considered as an interesting approach in organic synthesis of many functionalized oxygenated compounds.…”

Halogenated Cleavage of Epoxides into Halohydrins in the Presence of a Series of Diamine Podands as Catalyst with Elemental Idoine and Bromine

“…[1][2][3] Among the numerous transformations already reported, 4 opening of the epoxide ring to the corresponding vicinal halohydrins was typically performed with hydrogen halides, but the harsh reaction conditions and the low observed regioselectivity in the opening of asymmetrical epoxides have prompted a search for more selective and milder procedures. 1 A great effort has been made in the last few years to find new mild procedures for converting epoxides into halohydrins.…”

“…5 In these cases, however, the primary reaction products are the O-silyl protected derivatives. 5 Other methods require the use of a halogen and triphenyl phosphine, 6 or disubstituted borane halogenides, 7 β-bromo bis-(dimethylamino) borane, 8 monochloro borane-dimethyl sulfide, 9 Li n M n X n (M = Ni, Cu, Ti) 2,10 and MBr x . 11,12 Recently, it has been found that epoxides can be converted into halohydrin by means of elemental halogen, 13a but this method has some limitations such as low yield, long reaction times, low regioselectivity and formation of acetonide by-product in addition to the expected iodo-adduct in acetone solution.…”