前沿科学报告

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前沿科学报告----活性有机金中间体的产生及其对惰性sp3碳氢键插入生成全碳环的反应研究
时间:2017-06-24 15:45:11点击量:

报告时间:2017年624日(下周六)下午15:30

报告地点:高等研究院会议室

报告人:王优良博士

职 务:中国科学技术大学化学专业本科,美国加利福尼亚大学-圣巴巴拉分校有机化学专业博士,现在美国斯坦福大学

    从事博士后研究。从事金属催化有机方法学(金、钌、钯等)以及复杂天然产物全合成方面的工作研究。

题 目:活性有机金中间体的产生及其对惰性sp3碳氢键插入生成全碳环的反应研究


报告简介:

  Despite the tremendous advance in homogeneous gold catalysis in the past decade, the functionalization of unactivated C(sp3)-H bonds, a highly desirable and yet challenging streamlining synthetic strategy, has been rarely realized in this ‘gold rush’. My research work was focused on the development of new strategies of gold catalysis to access highly reactive gold intermediates and harness their reactivities in insertion into unactivated C(sp3)-H bonds. Three approaches will be discussed: (1) via gold vinylidenes: fully functionalized gold vinylidenes generated from simple TMS-terminated alkynones facilely insert into unactivated alkyl groups to furnish versatile 2-bromocyclopentenones; (2) via ‘gold benzyne’: gold-catalyzed cycloisomerizations of enediynes provide access to hypothetical‘gold benzyne’species, which exhibit reactivities distinctively different from transition metal-free benzynes, including insertions into unactivated C(sp3)-H  bonds and regiospecific nucleophilic additions; (3) via oxidatively generated gold carbene: gold carbenes generated upon the oxidation of alkynones are demonstrated for the first time to be capable of inserting into unactivated C(sp3)-H bonds to yield cylcopentanones.