Enantioselectivity Tunable Gold-Catalyzed Intermolecular[3+2]Cycloaddition of N-Allenamides with Nitrones  

作　　者：Bing Xu Zhan-Ming Zhang Jie Han Guangxin Gu Junliang Zhang 

机构地区：[1]Department of Chemistry,Fudan University,2005 Songhu Road,Shanghai 200438,China [2]Department of Materials Science,Fudan University,2005 Songhu Road,Shanghai 200438,China [3]Zhuhai Fudan Innovation Institute,Zhuhai,Guangdong 519000,China

出　　处：《Chinese Journal of Chemistry》2022年第12期1407-1412,I0002,共7页中国化学（英文版）

基　　金：the National Key R&D Program of China 2021YFF0701600);the National Natural Science Foundation of China(22031004,21921003,21801078,22071060);Shanghai Municipal Education Commission(20212308).

摘　　要：A highly enantioselective gold-catalyzed intermolecular[3+2]cycloaddition of N-allenamides with nitrones was realized by the application of Ming-Phos M6 as a chiral ligand.Both enantiomers of the cycloadducts with opposite configuration could be obtained in high yields with high regio-and enantioselectivity by the employment of either diastereomer of the chiral ligand.The acidic N—H bond(hydrogen bonding)of sulfinamide moiety of Ming-Phos and pentaflurophenyl substituent(fluorine effect)may play important roles in enhancement of enantioselectivity,that is,Ming-Phos is a multifunctional ligand in this transformation.

关 键 词：GOLD Asymmetric catalysis Fluorine effect CYCLOADDITION Multifunctional ligand 

分 类 号：O62[理学—有机化学]