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Enantioselective Synthesis of 3‐Heterosubstituted‐2‐amino‐1‐ols by Sequential Metal‐Free Diene Aziridination/Kinetic Resolution
Author(s) -
GiménezNueno Irene,
Guasch Joan,
FunesArdoiz Ignacio,
Maseras Feliu,
Matheu M. Isabel,
Castillón Sergio,
Díaz Yolanda
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201902734
Subject(s) - kinetic resolution , enantioselective synthesis , diene , regioselectivity , intramolecular force , stereoselectivity , chemistry , resolution (logic) , stereochemistry , combinatorial chemistry , catalysis , organic chemistry , computer science , natural rubber , artificial intelligence
A general protocol for the enantioselective synthesis of 3‐heterosubstituted‐2‐amino‐1‐ols was developed based on metal‐ free intramolecular regio‐ and stereoselective diene aziridination and regioselective opening. Kinetic resolution of the resulting (1′‐NR 1 R 2 and 1′‐SR)‐4‐oxazolidinones was performed using ABCs organocatalysts, expanding the application of this methodology.