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Synthesis of Allyl Acetates via Palladium-Catalysed Functionalisation of Allenes and 1,3-Dienes

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2012
Authors
Husinec, Suren
Petković, Miloš
Savić, Vladimir
Simić, Milena
Article (Published version)
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Abstract
pi-Allylpalladium intermediates are known to participate efficiently in transformations involving nucleophilic species. Exploring these processes, we have developed a method for the preparation of allyl acetates via palladium-catalysed functionalisation of allenes and 1,3-dienes. Reactions of aryl iodides with either of these two classes of compounds and excess sodium acetate in the presence of Pd(OAc) (2) and Ph3P as the catalytic system afforded the respective allyl acetates in moderate to good yields. The scope of this process has been investigated. The described method is an addition to the synthetic repertoire for the preparation of allyl acetates, and may be useful, in particular, for the synthesis of structurally complex compounds of this type.
Keywords:
allyl acetates / palladium catalysis / allenes / dienes / synthesis
Source:
Synthesis, 2012, 44, 3, 399-408
Publisher:
  • Stuttgart : Georg Thieme Verlag Kg
Projects:
  • Computational design, synthesis and biological evaluation of new heterocyclic compounds as selective tumorogenesis inhibitors (RS-172009)

DOI: 10.1055/s-0031-1289658

ISSN: 0039-7881

WoS: 000300255100013

Scopus: 2-s2.0-84856231784
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URI
https://cer.ihtm.bg.ac.rs/handle/123456789/4173
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