Manganese(iii)-promoted highly stereoselective phosphorylation of acyclic tertiary enamides to synthesize E-selective β-phosphoryl enamides

被引:11
作者
Xu, Xin-Ming [1 ]
Li, Wenzhong [1 ]
Li, Qiwei [1 ]
Chen, Sen [1 ]
Zhang, Xuesi [1 ]
Yang, Bin [1 ]
Wang, Wei-Li [2 ]
机构
[1] Yantai Univ, Coll Chem & Chem Engn, Yantai 264005, Peoples R China
[2] Ludong Univ, Sch Chem & Mat Sci, Yantai 264005, Peoples R China
基金
中国国家自然科学基金;
关键词
C-H BONDS; CYCLIC ENAMIDES; C(SP(2))-H BONDS; EFFICIENT; FUNCTIONALIZATION; ACTIVATION; ARYLATION; ACID; TRIFLUOROMETHYLATION; ALKYNYLATION;
D O I
10.1039/d2ob00980c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A concise manganese(iii)-promoted stereoselective beta-phosphorylation of acyclic tertiary enamides and diverse H-phosphine oxides was achieved. This reaction proceeds with absolute E-selectivity in contrast to Z-selectivity obtained in other previous works and affords various E-selective beta-phosphorylated tertiary enamides in high efficiency. To the best of our knowledge, this is the first case of E-selective beta-phosphorylation of tertiary enamides through C-H functionalization. In addition, the method features broad substrate scope, good functional group compatibility and efficient scale-up.
引用
收藏
页码:5566 / 5574
页数:9
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