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A Highly Enantio‐ and Diastereoselective Cu‐Catalyzed 1,3‐Dipolar Cycloaddition of Azomethine Ylides with Nitroalkenes
Author(s) -
Yan XiaoXia,
Peng Qian,
Zhang Yan,
Zhang Kai,
Hong Wei,
Hou XueLong,
Wu YunDong
Publication year - 2006
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.200503672
Subject(s) - cycloaddition , oxazoline , catalysis , chemistry , azomethine ylide , 1,3 dipolar cycloaddition , combinatorial chemistry , medicinal chemistry , organic chemistry
Electronic properties of the ligands switch the diastereoselectivity in the Cu‐catalyzed 1,3‐dipolar cycloaddition of azomethine ylides to nitroalkenes: exo ‐ or endo ‐pyrrolidines were obtained with high diastereo‐ and enantioselectivities in the presence of different chiral (phosphanylferrocenyl)oxazoline ligands (e.g. 3 a , b ).