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Formal [3+2] Cycloaddition of Ketenes and Oxaziridines Catalyzed by Chiral Lewis Bases: Enantioselective Synthesis of Oxazolin‐4‐ones
Author(s) -
Shao PanLin,
Chen XiangYu,
Ye Song
Publication year - 2010
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201003532
Subject(s) - enantioselective synthesis , cycloaddition , lewis acids and bases , chemistry , catalysis , combinatorial chemistry , organic chemistry
Choose the right cat. : A highly enantioselective synthesis of oxazolin‐4‐ones by the formal [3+2] cycloaddition of ketenes and a racemic oxaziridines has been developed (see scheme; cat.=N‐heterocyclic carbenes for disubstituted ketenes or cinchona alkaloids for monosubstituted ketenes, Ts=4‐toluenesulfonyl).