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Regioselective Ring‐Opening Nucleophilic Addition of Aziridines through Photoredox Catalyst
Author(s) -
Sun Hongnan,
Yang Chao,
Lin Run,
Xia Wujiong
Publication year - 2014
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201400476
Subject(s) - regioselectivity , chemistry , aziridine , photoredox catalysis , nucleophile , bifunctional , ring (chemistry) , catalysis , combinatorial chemistry , nucleophilic addition , organic chemistry , photochemistry , photocatalysis
A mild and efficient procedure was developed for the regioselective ring‐opening nucleophilic addition reactions of aziridines via visible light photoredox catalysis, that provides a practical synthetic access to 1,2‐bifunctional compounds. Furthermore, the regioselective synthesis of non‐racemic amino ethers from chiral aziridine could also be achieved under mild conditions. Finally, a possible reaction mechanism was proposed and further supported by control experiments.