A Highly Enantio‐ and Diastereoselective Cu‐Catalyzed 1,3‐Dipolar Cycloaddition of Azomethine Ylides with Nitroalkenes | Zendy

Yan XiaoXia | Zendy; Peng Qian | Zendy; Zhang Yan | Zendy; Zhang Kai | Zendy; Hong Wei | Zendy; Hou XueLong | Zendy; Wu YunDong | Zendy

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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 ).

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