Alkene transition metal-catalyzed epoxidation

Transition Metal-Catalyzed Epoxidation of Alkenes. Other transition metal oxidants can convert alkenes to epoxides. The most useful procedures involve f-butyl hydroperoxide as the stoichiometric oxidant in combination with vanadium or... 

H. Adolfsson, Transition metal-catalyzed epoxidation of alkenes, in J. E. Backvall (Ed.), Modern Oxidation Methods, Wiley-VCH, Weinheim, 2004, p. 1. 

Transition Metal-catalyzed Epoxidation of Alkenes 1.5 equiv. H2O2 (35% aq)... 

Tab. 2.7 Transition metal-catalyzed epoxidation of alkenes using H2O2 as terminal oxidant...

Recent advances of the preparation of novel optically active organoselenimn compounds, mainly organic diselenides, and their application as chiral ligands to some transition metal-catalyzed reactions and also as procatalysts for asymmetric diethylzinc addition to aldehydes are reviewed. Recent results of catalytic reactions using some organoselenimn compounds such as aUylic oxidation of alkenes and its asymmetric version as well as epoxidation of alkenes are also summarized. 

Punniyamurthy T, Velusamy S, Iqbal J. Recent advances in transition metal catalyzed oxidation of organic substrates with molecular oxygen. Chem. Rev. 2005 105 2329-2363. McGarrigle EM, GUheany DG. Chromium- and manganese-salen promoted epoxidation of alkenes. Chem. Rev. 2005 105 1563-1602. 

The comparison of intramolecular carbopalladation reactions of allenes and alkenes outlined in Schemes 9-5 and 9-6 illustrates that not every transition metal catalyzed ring closure necessarily involves a template effect. Others, however, clearly benefit from it. A prototype example is the palladium catalyzed cycloisomerization of alkenyl epoxides carrying distal pre-nucleophiles [38, 39], representing one variant of the famous Tsuji-Trost allylation [40]. 

Table 3.5. Alkene Epoxidation by Transition Metal Catalyzed Reaction with Alkyl Hydroperoxides SS...

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