Functionalized α-Fluorinated Amines from Imines and Enol Ethers

被引:1
|
作者
Kyrko, Dimitra [1 ]
Sarac, Murat [1 ]
Hao, Jing [1 ]
Retailleau, Pascal [2 ]
Ongeri, Sandrine [1 ]
Crousse, Benoit [1 ]
机构
[1] Univ Paris Saclay, CNRS, UMR 8076, BioCIS, Bldg Henri Moissan,17 Ave Sci, F-91400 Orsay, France
[2] Univ Paris Saclay, Inst Chim Subst Nat, CNRS, F-91198 Gif sur Yvette, France
关键词
Enol ethers; Amines; Fluoroalkyl groups; Amino alcohols; Pyrrolidines; ACID-DERIVATIVES; SILYL ACETAL; TRIFLUOROMETHYLATION; CHEMISTRY; ANALOGS; METHYL;
D O I
10.1002/adsc.202400517
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
We report the addition reaction of lithium enol ethers to fluoroalkyl imines. A range of different fluoroalkyls and lithiated reagents are well tolerated. Diastereoselective addition of lithium vinyl ethers to fluoroalkyl N-tert-butylsulfinylimines is disclosed, providing enantiomerically enriched alpha-fluorinated amines in up to 98% yield. This general approach led to the diastereoselective formation of various amino alcohols and amino ethers, which are difficult to obtain by other methods. image
引用
收藏
页码:3460 / 3465
页数:6
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