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An exo ‐ and Enantioselective 1,3‐Dipolar Cycloaddition of Azomethine Ylides with Alkylidene Malonates Catalyzed by a N,O‐Ligand/Cu(OAc) 2 ‐Derived Chiral Complex
Author(s) -
Wang Ming,
Wang Zheng,
Shi YuHua,
Shi XiaoXin,
Fossey John S.,
Deng WeiPing
Publication year - 2011
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.201007960
Subject(s) - enantioselective synthesis , catalysis , cycloaddition , ligand (biochemistry) , chemistry , sieve (category theory) , molecular sieve , combinatorial chemistry , stereochemistry , medicinal chemistry , organic chemistry , combinatorics , mathematics , receptor , biochemistry
An exo ‐lent catalyst : An N,O‐ligand/Cu(OAc) 2 derived chiral complex is an excellent catalyst for inducing asymmetry in the catalytic enantioselective 1,3‐dipolar cycloadditions of azomethine ylides with various alkylidene malonates. A series of highly functionalized exo ‐pyrrolidines were obtained in excellent yields (80–99 %) and enantioselectivities (91–99 % ee ; see scheme; M.S.: molecular sieve).
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