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Stereospecific palladium(II)-lead(IV)-promoted oxyamination of olefins

✍ Scribed by Jan-E. Bäckvall

Book ID
104214030
Publisher
Elsevier Science
Year
1975
Tongue
French
Weight
253 KB
Volume
16
Category
Article
ISSN
0040-4039

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✦ Synopsis

Stereospecific cleavage of carbon-transition metal o-bonds has recently received considerable attention. Halogen cleavage of the metal-carbon bond may occur with either inversion l-3 or retention3+ of configuration at carbon. In metal-for-metal exchange reactions, retention at carbon seems to be the rule 6-9 although inversion has been observed 10 in the exchange of sterically hindered alkylcobalt(1) compounds with mercuric chloride.

It has been suggested 11 that a metal-for-metal exchange reaction occurs between palladium and lead, when lead tetraacetate is present in the olefin arylation reaction shown in Fig. 1.

Alkyl transfer to lead from the intermediate alkylpalladium compound, followed by reductive elimination would explain the formation of the saturated Z-phenylethyl acetate.

📜 SIMILAR VOLUMES

Stereospecific palladium-promoted vicina
Stereospecific palladium-promoted vicinal diamination of olefins
✍ Jan-E. Bäckvall 📂 Article 📅 1978 🏛 Elsevier Science 🌐 French ⚖ 238 KB

We have recently reported on the palladium-promoted oxyamination' and aziridination 2 of olefins. These transformations were obtained by aminopalladation3 of the olefin followed by an oxidative cleavage of the palladium-carbon bond in the adduct. In the oxyamination study it was found' that vicinal