Gold-Catalyzed Enynal and Enynol Coupling by Selectively Steering Two Transient Vinyl-Gold Intermediates

Gold-Catalyzed Enynal and Enynol Coupling by Selectively Steering Two Transient Vinyl-Gold Intermediates
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通过选择性引导两种瞬态乙烯基-金中间体进行金催化烯醇和烯醇偶联

DOI:
10.1021/acs.orglett.2c03890
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发表时间:
2022-12-09
期刊:
影响因子:
5.2
通讯作者:
Zhu,Shifa
Zhu,Shifa
中科院分区:
化学1区
文献类型:
--
作者:
Wang,Zipeng;Cao,Tongxiang;Zhu,Shifa

文献摘要

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乙烯基-金键在均相金催化反应中很容易形成,但利用率较低,具有较弱的亲核性,容易发生脱金属反应。在此,金催化的烯炔醛和烯炔醇耦合通过选择性地转向两个瞬态乙烯基-金中间体在温和的条件下实现。它表现出高原子经济性和良好的耐受性的官能团与操作简单的额外好处。对照实验表明,原位形成的乙烯基金占的反应性。
The vinyl–gold bond is easily accessible but less exploited in homogeneous gold catalysis, which possesses weak nucleophilicity and would be likely to undergo protodemetalation. Herein, a gold-catalyzed enynal and enynol coupling by selectively steering two transient vinyl-gold intermediates is realized under mild conditions. It exhibits high atom economy and good tolerance of functional groups with the added benefit of operational simplicity. The control experiments indicated that the in situ formed vinyl–gold accounts for the reactivity.