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Synthesis 2010(4): 661-665  
DOI: 10.1055/s-0029-1218612
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Efficient Palladium-Catalyzed Coupling of Baylis-Hillman Acetates with an Allylstannane

Jinhyung Parka, Young Bum Kwona, Kyungmo Yanga, Hakjune Rheeb, Cheol Min Yoon*a
a Department of Advanced Material Chemistry, Korea University, Jochiwon, Choongnam 339-700, South Korea
Fax: +81(41)8675396; e-Mail: cmyoon@korea.ac.kr;
b Department of Chemistry & Applied Chemistry, Hanyang University, Sangrok-Gu, Ansan, Kyunggi-Do 426-791, South Korea
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Publikationsverlauf

Received 23 July 2009
Publikationsdatum:
16. Dezember 2009 (online)

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Abstract

Acetates of Baylis-Hillman adducts derived from ethyl acrylate, methyl vinyl ketone, and acrylonitrile were coupled with allyltributylstannane using Pd(PPh3)4 or Pd(dba)2 as the catalyst at room temperature to afford the corresponding trisubstituted alka-1,5-dienes in good to high yields.

Key words

Baylis-Hillman acetates - allyltributylstannane - bis-π-allylpalladium - 1,5-diene - allylation

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