首页 | 本学科首页   官方微博 | 高级检索  
     检索      


Distal γ-C(sp3)−H Olefination of Ketone Derivatives and Free Carboxylic Acids
Authors:Han Seul Park  Dr Zhoulong Fan  Dr Ru-Yi Zhu  Prof Dr Jin-Quan Yu
Institution:Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA, 92037 USA
Abstract:Reported herein is the distal γ-C(sp3)−H olefination of ketone derivatives and free carboxylic acids. Fine tuning of a previously reported imino-acid directing group and using the ligand combination of a mono-N-protected amino acid (MPAA) and an electron-deficient 2-pyridone were critical for the γ-C(sp3)−H olefination of ketone substrates. In addition, MPAAs enabled the γ-C(sp3)−H olefination of free carboxylic acids to form diverse six-membered lactones. Besides alkyl carboxylic acids, benzylic C(sp3)−H bonds also could be functionalized to form 3,4-dihydroisocoumarin structures in a single step from 2-methyl benzoic acid derivatives. The utility of these protocols was demonstrated in large scale reactions and diversification of the γ-C(sp3)−H olefinated products.
Keywords:C(sp3)−H activation  amino acids  olefins  palladium  synthetic methods
设为首页 | 免责声明 | 关于勤云 | 加入收藏

Copyright©北京勤云科技发展有限公司  京ICP备09084417号