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Gold-Catalyzed Reaction of Propargyl Esters and Alkynylsilanes: Synthesis of Vinylallene Derivatives through a Twofold 1,2-Rearrangement
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2021-09-28 , DOI: 10.1002/anie.202110783
Olaya Bernardo 1 , Silvia González-Pelayo 1 , Israel Fernández 2 , Luis A López 1
Affiliation  

An efficient synthesis of structurally complex allenylsilanes through gold-catalyzed coupling of propargyl esters with alkynylsilanes is described. DFT calculations support a stepwise pathway consisting of two 1,2-rearrangements (acyloxy and silyl). A preliminary study on the enantioselective version would demonstrate its feasibility (er up to 95:5).
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中文翻译:

炔丙基酯和炔基硅烷的金催化反应:通过双重 1,2-重排合成乙烯基丙二烯衍生物

描述了通过炔丙基酯与炔基硅烷的金催化偶联来有效合成结构复杂的烯基硅烷。DFT 计算支持由两个 1,2-重排(酰氧基和甲硅烷基)组成的逐步路径。对映选择性版本的初步研究将证明其可行性(ER 高达 95:5)。
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更新日期:2021-11-15
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