Lewis Acid Catalyzed Friedel-Crafts Alkylation of Alkenes with Trifluoropyruvates

被引:27
|
作者
Xiang, Bin [1 ]
Xu, Teng-Fei [1 ]
Wu, Liang [1 ]
Liu, Ren-Rong [1 ]
Gao, Jian-Rong [1 ]
Jia, Yi-Xia [1 ]
机构
[1] Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Zhejiang, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 81卷 / 09期
基金
中国国家自然科学基金;
关键词
CARBONYL-ENE REACTIONS; ENANTIOSELECTIVE CONSTRUCTION; CONJUGATE ADDITION; TERTIARY ENAMIDES; ACCESS; GLYOXYLATE; BEARING; ALKENYLATION; EFFICIENT; INDOLES;
D O I
10.1021/acs.joc.6b00358
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A Friedel-Crafts alkylation reaction of styrenes with trifluoropyruvates has been developed, which delivered allylic alcohols in excellent yields (up to 98%) using the Ni(ClO4)(2)center dot 6H(2)O/bipyridine complex as a catalyst. The asymmetric reaction was catalyzed by the chiral Cu(OTf)(2)/bisoxazoline complex to afford the corresponding chiral allylic alcohols bearing trifluoromethylated quaternary stereogenic centers in moderate enantioselectivities (up to 75% ee).
引用
收藏
页码:3929 / 3935
页数:7
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