Metal-free synthesis of 1,2-amino alcohols by one-pot olefin aziridination and acid ring-opening

[Display omitted] •A new method for ring opening of aziridines by acid has been developed.•This method completes a one-pot conversion of olefins to 1,2-aminoalcohols.•This new reaction is applicable to a wide range of olefins and acid. A one-pot, two-step reaction comprising olefin aziridination and...

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Bibliographic Details
Published in:Tetrahedron letters 2018-07, Vol.59 (28), p.2748-2751
Main Authors: Hua, Yong-Gang, Yang, Qian-Qian, Yang, Yi, Wang, Mei-Jing, Chu, Wen-Chao, Bai, Peng-Yan, Cui, De-Yun, Zhang, En, Liu, Hong-Min
Format: Article
Language:English
Subjects:
1,2-amino alcohols
Olefin aziridination
One-pot reaction
Ring-opening of aziridines
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Summary:[Display omitted] •A new method for ring opening of aziridines by acid has been developed.•This method completes a one-pot conversion of olefins to 1,2-aminoalcohols.•This new reaction is applicable to a wide range of olefins and acid. A one-pot, two-step reaction comprising olefin aziridination and ring-opening of an aziridine intermediate to synthesize 1,2-amino alcohols has been developed. This reaction is suitable for several types of olefin. This methodology allows an efficient and highly stereoselective approach to various 1,2-amino alcohols, readily providing an alternative route to conventional vicinal amino alcohols.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2018.06.002