寿恒讲堂第363讲(Samuel COUVE-BONNAIR,法国鲁昂国立应用科学院)

作者:责任编辑:发布时间:2023-12-12浏览次数:10

报告题目:Michael Addition with Fluorinated Alkenes

报 告 人Samuel COUVE-BONNAIR,法国鲁昂国立应用科学院化学院院长

时  间:2023年12月14日10:00

地  点:莫干山校区化工5号楼B306报告厅

报告摘要

While their structures make them typical Michael acceptors, it turns out that very few conjugate addition reactions have been reported with fluorinated acrylates. First, I will present a simple and efficient sulfa-Michael addition reaction of aryl thiols to trisubstituted α-fluoro-α, β-unsaturated esters both in racemic and, for the first time, in enantioselective version. The commercially available dimer of cinchona derivatives (DHQ)2PYR was used as a catalyst. This strategy showed a great tolerance providing fair to excellent yields, moderate to excellent diastereoselectivities (2:1 to >99:1), and low to good enantioselectivities (up to 87%). The reaction has been applied to the synthesis of fluorinated analogues of therapeutic agents. Second, I will present the first phospha-Michael addition on α-trifluoromethylacrylates and α-fluoromethylacrylates. The reaction proved to be highly tolerant and gave original products containing contiguous C-P and C-CFY2 (Y = F or H) bonds in good to excellent yields and diastereoselectivities.

报告人简介:

Samuel COUVE-BONNAIRE法国鲁昂国立应用科学院化学院院长,“Fluorinated Biomolecules team”研究员。于2001年在法国里尔大学获得博士学位,导师为Y. Castanet教授、J.-F. Carpentier教授和A. Mortreux教授。2002年至2003年获得加拿大国家研究院资助在渥太华Steacie分子科学研究所P. Arya课题组从事博士后研究。2003年至2005年以工业合作伙伴身份完成了SANOFI-AVENTIS的博士后研究。2005年进入法国鲁昂国立应用科学学院开展独立研究工作。他目前的研究兴趣集中在开发新的有机合成方法学,主要包括:自由基化学或有机金属反应(如复分解、C-H键官能化或交叉偶联反应)构建氟化烯烃及其在生物化学上的应用。Samuel COUVE-BONNAIRE教授已在包括ACS Catal., J. Org. Chem., Org. Lett.等国际著名学术期刊发表约50篇研究论文


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