2006
DOI: 10.1039/b518200j
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Direct, efficient, and inexpensive formation of α-hydroxyketones from olefins by hydrogen peroxide oxidation catalyzed by the 12-tungstophosphoric acid/cetylpyridinium chloride system

Abstract: The direct ketohydroxylation of a variety of 1-aryl-1-alkenes with H2O2, catalyzed by the inexpensive 12-tungstophosphoric acid/cetylpyridinium chloride system under very mild conditions, was achieved. Various acyloins were obtained in good yields and high regioselectivies.

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Cited by 21 publications
(4 citation statements)
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“…In this case, after only 2 h of reaction the epoxide selectivity reached 99%. In parallel, however, there seemed to occur degradation of the epoxide yielding the α-hydroxyketone derivative (Figure 6), which was formed by a ring-opening reaction of the epoxide [35].…”
Section: Table 2 Catalytic Epoxidation Of R-(+)-limonene and Trans-hmentioning
confidence: 99%
“…In this case, after only 2 h of reaction the epoxide selectivity reached 99%. In parallel, however, there seemed to occur degradation of the epoxide yielding the α-hydroxyketone derivative (Figure 6), which was formed by a ring-opening reaction of the epoxide [35].…”
Section: Table 2 Catalytic Epoxidation Of R-(+)-limonene and Trans-hmentioning
confidence: 99%
“…On a similar note, Zhang and co-workers were able to further oxidize cinnamyl azide to an α-hydroxy-ketone (Scheme 42a). 224 This double oxidation reaction is noteworthy for its chemo-and regioselectivity. The reaction selectively oxidizes the alkene over the azide (vide supra, Scheme 25).…”
Section: Alkene Oxidationsmentioning
confidence: 99%
“…Polyoxometallates (POMs) or heteropoly acid (HPAs) are a large family of distinct d-block transitional metal-oxide, anionic cluster structures of metals, they have inspired several recent research activities in comprehensive elds of science. [1][2][3][4][5][6] POMs can, in some instances, be assembled with precise control regarding the placement of different heteroatoms such as W, Mo, or V within their molecular frameworks. [7][8][9] Predominantly, the Keggin-type POMs are also characteristically templated by a central tetrahedral template {XO 4 } (X ¼ P, Si, Nb, B, Ge, etc.)…”
Section: Introductionmentioning
confidence: 99%