Oxidations with Lead Tetraacetate

Mihailović, M. Lj.; Čeković, Živorad; Lorenć, Lj.

doi:10.1007/978-1-4613-2109-5_14

Cited by 13 publications

(8 citation statements)

References 391 publications

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“…Oxidative cyclization of saturated alcohols by lead tetraacetate leading to tetrahydrofuran derivatives was originally discovered in the late 1950s and mainly pursued by Mihailovic and co-workers . Ryu, Tsunoi, and Sonoda reported that the oxidative carbonylation of saturated alcohols leading to δ-lactones can be conveniently achieved with the aid of this one-electron oxidation system .…”

Section: Oxidation Of Acyl Radicals By Lead(iv)mentioning

confidence: 99%

Chemistry of Acyl Radicals

et al. 1999

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Section: Oxidation Of Acyl Radicals By Lead(iv)mentioning

confidence: 99%

Chemistry of Acyl Radicals

et al. 1999

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“…This remote carbonylation reaction is suited for primary and secondary alcohols having primary or secondary δ-carbons. Radicals at the δ-carbon are generated by 1,5-hydrogen transfer reaction from carbon to oxygen . The roles of LTA are to generate the alkoxy radical in the initial step 49 and to oxidize the acyl radical to an acyl cation in the final step.…”

Section: Co Trapping and C−o Or C−se Bond Formationmentioning

confidence: 99%

Tandem Radical Reactions of Carbon Monoxide, Isonitriles, and Other Reagent Equivalents of the Geminal Radical Acceptor/Radical Precursor Synthon

1996

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“…We have investigated the feasibility of using readily available lead tetraacetate in very modest quantities for facilitating product purification after ring-closing metathesis (RCM) and here report our widespread success with this technology. Pb(OAc) 4 has long been recognized to be an oxidant having a broad range of uses . Notwithstanding, its reactions with organometallics have largely been limited to the liberation of cyclobutadienes from their Fe(CO) 3 complexes .…”

mentioning

confidence: 99%