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Iron‐Catalyzed Aziridination Reactions
Author(s) -
Nakanishi Masafumi,
Salit AnneFrederique,
Bolm Carsten
Publication year - 2008
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.200700519
Subject(s) - chemistry , aziridine , trifluoromethanesulfonate , catalysis , enol , acetonitrile , silylation , organic chemistry , ring (chemistry) , benzene , medicinal chemistry
A small quantity of iron(II) triflate (2.5 to 5 mol%) catalyzes the aziridination reactions of enol silyl ethers with tosylimino(iodo)benzene (PhINTs) in acetonitrile to give α‐ N ‐tosylamido ketones by subsequent aziridine ring opening. Olefins are converted into aziridines by 5 mol% of this catalyst system. Both reactions afford the corresponding products in moderate to good yields. In the presence of chiral ligands asymmetric aziridinations have been achieved.