Oxidative decarboxylation of .gamma.-oxo acids using lead dioxide

Hertzler, D. V.; Berdahl, J. M.; Eisenbraun, E. J.

doi:10.1021/jo01269a066

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2011

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Cited by 9 publications

(2 citation statements)

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“…Zone 1 consisted almost entirely of 5-(3-fury1)-2-merhyl-l -penren-3one (2), identified by the following spectra. - (9), 39 (8). Zone 3 was the largest, and consisted almost entirely of B-damascenone (l), the spectra ('H-NMR., MS.) of which were identical with those of authentic material [I].…”

Section: Experimental Partmentioning

confidence: 99%

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Novel Ketones from Roman Camomile Oil

Thomas

Egger

1981

Helvetica Chimica Acta

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Section: Experimental Partmentioning

confidence: 99%

“…The strongest smelling substance described here is the aldehyde 4, which is like cuminaldehyde, but with a more pronounced almod note. (9), 39 (8). Zone 3 was the largest, and consisted almost entirely of B-damascenone (l), the spectra ('H-NMR., MS.) of which were identical with those of authentic material [I].…”

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confidence: 99%

Novel Ketones from Roman Camomile Oil

Thomas

Egger

1981

Helvetica Chimica Acta

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Lead(IV) Oxide

Parker

2001

Encyclopedia of Reagents for Organic Synthesis

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Oxidative Decarboxylation of Acids by Lead Tetraacetate

Sheldon

Kochi

2011

Organic Reactions

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Lead tetracetate, one of the most versatile oxidizing agents know in organic chemistry, is capable of reacting with a variety of common functional groups; its use in organic chemistry has been reviewed. The purpose of this chapter is to review the oxidative process involving the decarboxylation of acids, whereby carboxylic acids are converted to a variety of compounds depending on experimental conditions, e.g, solvent, structure of substrates, and presence of additives. The primary objective here is to evaluate critically the usefulness of this reaction in organic synthesis. Decarboxylation of alpha‐hydroxy and alpha‐amino acids by lead tetraacetate has been known for many years. Khararaschn and co‐workers reported exhaustive products studies of the decomposition of lead tetraacetate in acetic acid. Sodium acetate accelerates the reduction of lead tetraacetate but no carbon dioxides liberated. Mosher and Kahr also examined the thermal decomposition of various organic acids by lead tetraacetate. Since then many studies on the mechanism and synthetic utility of these reaction and its modifications have been reported.

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Oxidative decarboxylation of .gamma.-oxo acids using lead dioxide

Cited by 9 publications

References 0 publications

Novel Ketones from Roman Camomile Oil

Novel Ketones from Roman Camomile Oil

Lead(IV) Oxide

Oxidative Decarboxylation of Acids by Lead Tetraacetate

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