Using singlet oxygen to synthesise a [6,6,5]-bis-spiroketal in one-pot from a simple 2,5-disubstituted furan.
نویسندگان
چکیده
Singlet oxygen (1O2) proves to be a powerful tool in mediating the one-pot synthesis of a salinomycin-type [6,6,5]-bis-spiroketal unit starting from a suitably substituted furan nucleus.
منابع مشابه
A versatile and general one-pot method for synthesizing bis-spiroketal motifs.
[reaction: see text] A versatile and general method for the biomimetic construction of [5,5,5]- and [6,5,6]-bis-spiroketals, starting from easily accessible furan nuclei, by means of a powerful one-pot singlet oxygen-mediated cascade sequence is reported.
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[Reaction: see text]. Singlet oxygen is a powerful tool in the armament of the synthetic organic chemist and possibly in that of nature itself. In this Account, we illustrate a small selection of the many ways singlet oxygen can be harnessed in the laboratory to aid in the construction of the complex molecular motifs found in natural products. A more philosophical question is also addressed: na...
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All-in-one: A new and general one-pot reaction sequence initiated by singlet oxygen that transforms simple furan substrates into complex nitrogen-bearing aromatic polycycles having all the structural features of a number of important natural products (for example, the erythrina alkaloids; see scheme, RB = rose Bengal) is reported. The reaction sequence itself uses mild conditions and has wide f...
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A new series of noncyclic ionophores containing two to four furan units (Ia to IIIb) i.e. 1,1-difurylethane (Ia), 2,5-bis(methylfurfuryl)furan (IIa) and 1,1’ ethyledenebis[5-(methylfurfuryl)furan] (IIIa), 2,2-difurylpropane (Ib), 2,5-bis (dimethylfurfuryl)furan(IIb), 2,2’-isopropylidenebis[5-(dimethylfurfuryl)furan] (IIIb) have been synthesized by the condensation of furan with acetaldehyde and...
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ورودعنوان ژورنال:
- Organic & biomolecular chemistry
دوره 5 5 شماره
صفحات -
تاریخ انتشار 2007