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The Squaramide‐Catalyzed 1,3‐Dipolar Cycloaddition of Nitroalkenes with N ‐2,2,2‐Trifluoroethylisatin Ketimines: An Approach for the Synthesis of 5′‐Trifluoromethyl‐spiro[pyrrolidin‐3,2′‐oxindoles]
Author(s) -
Sun Quantao,
Li Xiaoyuan,
Su Jinhuan,
Zhao Long,
Ma Mingxia,
Zhu Yuanyuan,
Zhao Yanyan,
Zhu Ranran,
Yan Wenjin,
Wang Kairong,
Wang Rui
Publication year - 2015
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.201500416
Subject(s) - squaramide , chemistry , cinchona , cycloaddition , trifluoromethyl , 1,3 dipolar cycloaddition , catalysis , enantioselective synthesis , organocatalysis , organic chemistry , combinatorial chemistry , medicinal chemistry , stereochemistry , alkyl
A Cinchona alkaloid‐derived squaramide‐catalyzed asymmetric cycloaddition of trfluoromethyl‐containing azomethine ylides with β‐nitroalkenes was realized under mild conditions. A series of biologically important 5′‐trifluoromethyl‐ spiro[pyrrolidin‐3,2′‐oxindoles] was synthesized efficiently by this process in excellent yields, enantioseletivities and diastereoselectivities.