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New Chiral Iminium Salt Catalysts for Asymmetric Epoxidation
Author(s) -
Bulman Page Philip C.,
Buckley Benjamin R.,
Rassias Gerasimos A.,
Blacker A. John
Publication year - 2006
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200500756
Subject(s) - chemistry , iminium , benzaldehyde , catalysis , salt (chemistry) , enantioselective synthesis , organic chemistry , organocatalysis , asymmetric induction
A range of enantiomerically pure 4‐substituted 5‐amino‐1,3‐dioxanes has been condensed with 2‐(2‐bromoethyl)benzaldehyde to produce chiral dihydroisoquinolinium salts, which are effective asymmetric catalysts for the epoxidation of simple alkenes, giving ee s of up to 71 %. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
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