15186-51-3Relevant articles and documents
A simple synthesis of rose furan and related compounds
Dinh Ly,Schlosser
, p. 2085 - 2088 (1977)
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SYNTHESIS OF ROSEFURAN FROM CITRAL
Zaks, I. M.,Moiseenkov, A. M.
, p. 2308 - 2309 (1982)
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Unified Approach to Furan Natural Products via Phosphine-Palladium Catalysis
Chen, Violet Yijang,Kwon, Ohyun
supporting information, p. 8874 - 8881 (2021/03/17)
Polyalkyl furans are widespread in nature, often performing important biological roles. Despite a plethora of methods for the synthesis of tetrasubstituted furans, the construction of tetraalkyl furans remains non-trivial. The prevalence of alkyl groups in bioactive furan natural products, combined with the desirable bioactivities of tetraalkyl furans, calls for a general synthetic protocol for polyalkyl furans. This paper describes a Michael–Heck approach, using sequential phosphine-palladium catalysis, for the preparation of various polyalkyl furans from readily available precursors. The versatility of this method is illustrated by the total syntheses of nine distinct polyalkylated furan natural products belonging to different classes, namely the furanoterpenes rosefuran, sesquirosefuran, and mikanifuran; the marine natural products plakorsins A, B, and D and plakorsin D methyl ester; and the furan fatty acids 3D5 and hydromumiamicin.
Iridium(I)-catalyzed coupling of (Z)-2-En-4-yn-1-ols with activated alkynes: A new synthetic route to 7-oxanorbornadienes
Diaz-Alvarez, Alba E.,Crochet, Pascale,Cadierno, Victorio
experimental part, p. 2427 - 2431 (2010/12/25)
Taking advantage of the ability shown by the iridium(I) dimer [{Ir(μ-Cl)(COD)}2] to promote the cycloisomerization of (Z)-enynols into furans, an unprecedented synthetic route to 7-oxanorbornadienes has been developed just by performing the cat
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.
