155268-27-2Relevant academic research and scientific papers
Synthesis of Furans by Cyclization of 2-En-4-yn-1-ols in the Presence of Ruthenium and Palladium Catalysts
Seiller, Benedicte,Bruneau, Christian,Dixneuf, Pierre H.
, p. 13089 - 13102 (1995)
Substituted furans have been synthesized in the presence of ruthenium catalysts under neutral and mild conditions via cyclization of primary and secondary enynols of type (Z)-HCC-C(Me)=CH-CH(R)OH containing a terminal triple bond.The intramolecular addition of the hydroxy group to the triple bond of internal (Z)-enynols is also possible upon palladium catalysis.
Gold(l)-catalyzed formation of furans by a Claisen type rearrangement of ynenyl allyl ethers
Istrate, Florin M.,Gagosz, Fabien
supporting information; experimental part, p. 878 - 885 (2011/09/20)
A series of ynenyl allyl ethers were rearranged into polysubstituted furans in the presence of a gold(I) catalyst. It is proposed that the transformation involves a Claisen-type rearrangement that allows the efficient creation of quaternary centers under mild experimental conditions.
Synthesis of functionalized furans via gold(I)-catalyzed Claisen-type rearrangement
Istrate, Florin M.,Gagosz, Fabien L.
, p. 730 - 733 (2008/09/17)
(Chemical Equation Presented) Gold(I)-catalyzed cyclization of pentenynyl allyl ethers allows the rapid construction of functionalized furans. The concerted oxy-Claisen-type mechanism induces a complete selectivity of the process and allows the easy forma
A general and facile synthesis of substituted furans by palladium- catalyzed cycloisomerization of (Z)-2-en-4-yn-1-ols
Gabriele,Salerno,Lauria
, p. 7687 - 7692 (2007/10/03)
A general and facile synthesis of furans, based on Pd(II)-catalyzed cycloisomerization of (Z)-2-en-4-yn-1-ols, is described. Cycloisomerization reactions are carried out at 25-100 °C in the presence of a very simple catalytic system, consisting of K2PdI4, under essentially neutral conditions. This new methodology is very versatile and can be applied to the synthesis of a variety of substituted furans, including particularly fragile, naturally occurring furans such as rosefuran. Efficient synthetic approaches for the regioselective synthesis of suitably substituted (Z)-2-en-4-yn-1-ols have been developed.
