A selective intramolecular 5-exo-dig or 6-endo-dig cyclization en route to 2-furanone or 2-pyrone containing tricyclic scaffolds.

A selective intramolecular 5-exo-dig or 6-endo-dig cyclization en route to 2-furanone or 2-pyrone containing tricyclic scaffolds.
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DOI:
10.1021/jo201952p
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发表时间:
2011-12-02
影响因子:
3.6
通讯作者:
Almqvist, Fredrik
Almqvist, Fredrik
中科院分区:
化学2区
文献类型:
--
作者:
Bengtsson, Christoffer;Almqvist, Fredrik

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环稠合双环2-吡啶酮表现出有趣的生物学特性,可抑制致尿路病原性大肠杆菌中的菌毛组装(Pinkner,J.S.等人)。程序娜塔莉。阿卡德。SCI。美国,2006年,第103,17897-17902;奥贝格,V.等人。org。生物醇。Chem.2007,5,1827-1834)以及卷曲构造(Cegelski,L.et al.纳特。化学。Biol.2009,5,913-919)。在寻找新的稠环中心片段的过程中,已经开发了高选择性的合成路线来合成含有三环支架1和2的2-呋喃酮或2-吡喃酮。
Ringfused bicyclic 2-pyridones exhibit interesting biological properties against pili assembly in uropathogenic Escherichia coli (Pinkner, J. S. et al. Proc. Natl. Acad. Sci. U. S. A.2006, 103, 17897–17902; Åberg, V. et al. Org. Biomol. Chem.2007, 5, 1827–1834) as well as curli formation (Cegelski, L. et al. Nat. Chem. Biol.2009, 5, 913–919). In the search for new ring-fused central fragments, highly selective synthetic routes to the 2-furanone or 2-pyrone containing tricyclic scaffolds 1 and 2 have been developed.
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