Gold-Catalyzed Cascade Cyclization-Oxidative Alkynylation of Allenoates

Gold-Catalyzed Cascade Cyclization-Oxidative Alkynylation of Allenoates
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DOI:
10.1021/ol102061k
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发表时间:
2010-11-05
期刊:
影响因子:
5.2
通讯作者:
Gouverneur, Veronique
Gouverneur, Veronique
中科院分区:
化学1区
文献类型:
--
作者:
Hopkinson, Matthew N.;Ross, Jonathan E.;Gouverneur, Veronique

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采用金(I)催化的级联环化氧化交叉偶联工艺,从烯丙酸酯和各种末端炔烃直接合成了β-炔基-y-丁烯内酯。在金催化的C-O键形成烯丙酸盐环后,提出了以SelectFluor为外氧化剂的基于Au-I/Au-III氧化还原循环的反应机理。
A gold(I)-catalyzed cascade-cyclization oxidative cross-coupling process has been applied to prepare beta-alkynyl-y-butenolides directly from allenoates and various terminal alkynes. Following an initial gold-catalyzed C-O bond forming allenoate cyclization, a mechanism based on a Au-I/Au-III redox cycle has been proposed with Selectfluor acting as the external oxidant.