Enantioselective Allylic C−H Oxidation of Terminal Olefins to Isochromans by Palladium(II)/Chiral Sulfoxide Catalysis

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• 作者：Stephen E. Ammann ; Wei Liu and Prof. Dr. M. Christina White
• 刊名：Angewandte Chemie International Edition
• 出版年：2016
• 出版时间：August 8, 2016
• 年：2016
• 卷：55
• 期：33
• 页码：9571-9575
• 全文大小：1509K
• ISSN：1521-3773

文摘

The enantioselective synthesis of isochroman motifs has been accomplished by palladium(II)-catalyzed allylic C−H oxidation from terminal olefin precursors. Critical to the success of this goal was the development and utilization of a novel chiral aryl sulfoxide-oxazoline (ArSOX) ligand. The allylic C−H oxidation reaction proceeds with the broadest scope and highest levels of asymmetric induction reported to date (avg. 92 % ee, 13 examples with greater than 90 % ee).