Palladium-catalysed synthesis of allyl acetates from allenes
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2010
Authors
Husinec, SurenJadranin, Milka

Marković, Rade
Petković, Miloš

Savić, Vladimir

Todorović, Nina
Article (Published version)

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Allyl acetates were synthesised from allenes utilising methodology based on the general reactivity of pi-allyl palladium intermediates which participate efficiently in transformations involving nucleophiles. Reactions of allenes and aryl iodides in the presence of AcONa and Pd(OAc)(2)/PPh(3) as the catalytic system afforded allyl acetates in moderate to good yields. Monosubstituted allenes, depending on their structure, produced either a separable mixture of two regioisomeric products or a single regioisomer. As allylic acetates can be easily hydrolysed, the methodology is applicable for the synthesis of allyl alcohols as well.
Source:
Tetrahedron-Asymmetry, 2010, 51, 31, 4066-4068Publisher:
- Pergamon-Elsevier Science Ltd, Oxford
Projects:
DOI: 10.1016/j.tetlet.2010.05.136
ISSN: 0040-4039