2010
DOI: 10.1016/j.tetlet.2010.04.134
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Effective cleavage of ditertiary glycols via vanadium(V)-catalyzed aerobic oxidation

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Cited by 29 publications
(16 citation statements)
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“…Recently, the use of vanadium complexes, an Earth abundant element, as catalysts for the aerobic oxidative C−C bond cleavage of vicinal diols has been reported (Scheme ) ,. Vanadium salts (VO 2 + , VO(acac) 2 , VOCl 3 , VO(OEt)Cl 2 , VOCl 2 , H 5 [PMo 10 V 2 O 40 ]) have been used with cyclic and acyclic di ‐tertiary diols providing the corresponding ketones in high yields. Unfortunately, the efficiency of these catalytic systems dramatically decreases with less substituted glycols.…”
Section: Introductionmentioning
confidence: 99%
“…Recently, the use of vanadium complexes, an Earth abundant element, as catalysts for the aerobic oxidative C−C bond cleavage of vicinal diols has been reported (Scheme ) ,. Vanadium salts (VO 2 + , VO(acac) 2 , VOCl 3 , VO(OEt)Cl 2 , VOCl 2 , H 5 [PMo 10 V 2 O 40 ]) have been used with cyclic and acyclic di ‐tertiary diols providing the corresponding ketones in high yields. Unfortunately, the efficiency of these catalytic systems dramatically decreases with less substituted glycols.…”
Section: Introductionmentioning
confidence: 99%
“…Although several methods have been developed to address the aforementioned challenges using chemically benign oxidant, such as O 2 or hydrogen peroxide, they either require toxic reagents or high loadings of precious metals for the transformation. Driven by the need for sustainable catalysts, metal‐free routes have been reported recently, as well as catalysts based on more abundant metals, such as complexes of Fe, Mn, Ti, and V . However, in addition to a frequent lack of selectivity, a critical drawback persists as most of these catalysts are homogeneous and non‐recyclable.…”
Section: Methodsmentioning
confidence: 99%
“…A more general substrate screening for the carbon-carbon oxidative cleavage of di-tertiary glycols has been reported by Kirihara et al [68]. In particular, the oxidative cleavage of 1,1,2,2-tetraphenyl-1,2-ethanediol 3 yielding benzophenone was explored as model reaction testing different vanadium complexes, like VOCl 3 , VO(OEt)Cl 2 , VO(acac) 2 and VOCl 2 , under oxygen atmosphere at room temperature.…”
Section: Scheme 12mentioning
confidence: 99%