手性脲衍生物有机催化α-萘酚和N-Ts芳香醛亚胺的不对称aza-Friedel-Crafts反应
收稿日期: 2017-08-15
修回日期: 2017-10-15
网络出版日期: 2017-11-17
基金资助
国家自然科学基金（No.21102055）、吉林省教育厅（No.JJKH20170409KJ）及国家级大学生创新创业训练计划（No.201713743010）资助项目.
Chiral Urea Derivatives Organocatalyzed Asymmetric aza-Friedel-Crafts Reaction of α-Naphthol with N-Tosyl Aldimines
Received date: 2017-08-15
Revised date: 2017-10-15
Online published: 2017-11-17
Supported by
Project supported by the National Natural Science Foundation of China (No. 21102055), the Department of Education of Jilin Province (No. JJKH20170409KJ) and the National Students' Program for Innovation and Entrepreneurship Training (No. 201713743010).
将手性脲衍生物用于有机催化α-萘酚和14种芳香醛亚胺的不对称aza-Friedel-Crafts反应，筛选出最佳的催化条件，以70%~86%的化学产率和最高达78%ee的对映选择性获得了手性氨基萘酚化合物，拓宽了该反应的催化剂类型和底物范围.
关键词： 手性脲衍生物; 不对称催化; α-萘酚; aza-Friedel-Crafts反应
王黎明 , 林赓 , 赵美君 , 刘东垚 , 金瑛 . 手性脲衍生物有机催化α-萘酚和N-Ts芳香醛亚胺的不对称aza-Friedel-Crafts反应[J]. 有机化学, 2018 , 38(3) : 642 -647 . DOI: 10.6023/cjoc201708028
Chiral urea derivatives as organocatalysts were applied in the asymmetric aza-Friedel-Crafts reaction of α-naphthol with 14 N-tosyl aldimines. The desired chiral aminoarylnaphthols were obtained in 70%~86% yields with up to 78% enantiomeric excess (ee) under the screened optimal condition. The catalyst type and the substrate scope were broadened in this methodology.
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