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Lead tetraacetate oxidation of cyclooctanol. Transannular oxide formation.

✍ Scribed by Robert M. Moriarty; Harold G. Walsh

Publisher
Elsevier Science
Year
1965
Tongue
French
Weight
187 KB
Volume
6
Category
Article
ISSN
0040-4039

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✦ Synopsis

Lead tetmacetate oxidation of monohydric aIdloIs bearing a carbon-hydrogen bond

in the 8 -position represents a valuable synthetic route to tetmhydrofurane derivatives l,2.

πŸ“œ SIMILAR VOLUMES

Study on the Transannular Lead Tetraacet
Study on the Transannular Lead Tetraacetate Oxidation of Some Medium-sized Ring Diketone Bis(arylhydrazones)
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Oxidation of bis(ary1hydrazones) 1 ad of t,5-cyclooctanedione with lead tetraacetate mainly leads, via a transannular reaction, to the corresponding bicyclic bis(ary1azo) compounds 3a -d, whereas bis(ary1hydrazones) 2a -d of 3,8-cyclodecadiene-l,6-dione under the same conditions mainly give monocycl

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The effect of a-silyl substitution on the oxidation of alcohols by lead tetraacetate has been evaluated. Under typical conditions for converting alcohols to cyclic ethers, ct-hydroxysilanes are instead efficiently transformed into mixed acetyl-silyl acetals.

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Lead tetraacetate oxidation of ketoximes and aldoximes
✍ G. Just; K. Dahl πŸ“‚ Article πŸ“… 1966 πŸ› Elsevier Science 🌐 French βš– 271 KB

Oxidation of aliphatic ketoximes (1) and aldoximes (2) by lead tetraacetate (Pb(OAcjq) has been reported to lead to unstable geminal nitrosoacetates and to dimeric nitrosoacetates, respectively, while a,S-unsaturated and arylaldoximes afforded oxime anhydride N-oxides and carbonyl compounds (3).

Lead tetraacetate oxidation of bridged b
Lead tetraacetate oxidation of bridged bicyclic alcohols
✍ Keizo Kitahonoki; Akio Matsuura πŸ“‚ Article πŸ“… 1964 πŸ› Elsevier Science 🌐 French βš– 165 KB

IN recent years, the oxidation of monohydric alcohols to tetrohydrofuran derivatives by lead tetraacetate has been studied extensively in steroids and used successfully to functionalize the "unactivated" Cl\* or Ctp angular methyl group (1,2). We have applied this type of reaction in the bridged rin