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Catalytic Asymmetric 1, 3‐Dipolar Cycloaddition Reaction of Nitrones with α′‐Phosphoric Enones by a Chiral Ligand‐ Copper(II) Triflate Complex
Author(s) -
Lim KyoungChan,
Hong YoungTaek,
Kim Sunggak
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.200700377
Subject(s) - chemistry , cycloaddition , oxazoline , trifluoromethanesulfonate , catalysis , lewis acids and bases , copper , 1,3 dipolar cycloaddition , enantioselective synthesis , chiral ligand , phosphoric acid , combinatorial chemistry , selectivity , ligand (biochemistry) , medicinal chemistry , organic chemistry , biochemistry , receptor
Abstract Using the C 2 ‐symmetric bis‐oxazoline copper(II) catalyst 6f as a chiral Lewis acid, α′‐phosphoric enones 2 undergo 1,3‐dipolar cycloaddition with nitrones 3 to provide isoxazolidines 4 with very high enantioselectivity and endo/exo selectivity.