α-amidation of cyclic ethers catalyzed by simple copper salt and a mild and efficient preparation method for α,π-amino alcohols

被引:79
作者
He, Ling [1 ]
Yu, Jing
Zhang, Ji
Yu, Xiao-Qi
机构
[1] Sichuan Univ, Minist Educ, Key Lab Green Chem & Technol, Dept Chem, Chengdu 610064, Peoples R China
[2] Sichuan Univ, W China Sch Pharm, Educ Minist, Key Lab Drug Targeting, Chengdu 610041, Peoples R China
关键词
D O I
10.1021/ol070537i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Copper(II) trifluoromethanesulfonate catalyzed the amidation of cyclic ethers with iminoiodanes under mild conditions (CH2Cl2, 40 degrees C) with good yields (up to 86% based on 97% conversion) and selectivity (only alpha-amino products were found). Subsequently, the tosylamidated products could undergo a reductive ring-opening reaction to give alpha,pi-amino alcohols.
引用
收藏
页码:2277 / 2280
页数:4
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