42238-03-9Relevant articles and documents
Kinetic resolution of hydroperoxides with enantiopure phosphines: Preparation of enantioenriched tertiary hydroperoxides
Driver, Tom G.,Harris, Jason R.,Woerpel
, p. 3836 - 3837 (2008/02/13)
An efficient reductive kinetic resolution strategy capable of accessing optically active tertiary hydroperoxides is reported. Readily accessible tertiary hydroperoxides are resolved with commercially available (R)- or (S)-xylyl-PHANEPHOS with selectivity factors as large as 37. The resulting bis(phosphine oxide) can be recycled in high yields. The isolated mono(phosphine oxide) intermediate resolved hydroperoxides with the same selectivity as the parent bisphosphine. Copyright
Synthesis of cyclic peroxides by chemo- and regioselective peroxidation of dienes with Co(II)/O2/Et3SiH
Tokuyasu, Takahiro,Kunikawa, Shigeki,McCullough, Kevin J.,Masuyama, Araki,Nojima, Masatomo
, p. 251 - 260 (2007/10/03)
(Chemical Equation Presented). In the competitive peroxidation of mixtures of two alkenes with Co(II)/O2/Et3SiH, it was found that the relative reactivities of the alkene substrates are influenced by three major factors:. (1) relative stability of the intermediate carbon-centered radical formed by the reaction of the alkene with HCo(III) complex, (2) steric effects around the C=C double bond, and (3) electronic factors associated with the C=C double bond. Consistent with results from simple alkenes, the chemo-and regioselective peroxidation of dienes was also realized. Depending on the diene structure, the product included not only the expected acyclic unsaturated triethylsilyl peroxides but also 1,2-dioxolane and 1,2-dioxane derivatives via intramolecular cyclization of the unsaturated peroxy radical intermediates.
Kinetic Resolution of Chiral Hydroperoxides via Sharpless Epoxidation
Hoeft, E.,Hamann, H.-J.,Kunath, A.
, p. 534 - 537 (2007/10/02)
The kinetic resolution of tertiary hydroperoxides via catalytic Sharpless epoxidation with various allylic alcohols has been investigated.By using 1-cyclohexyl-1-phenylethyl hydroperoxide an enantiomeric excess (e.e.) of up to 29percent of the resolved hy