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Silver‐Catalyzed [3+2] Cycloaddition for the Diastereoselective Synthesis of anti‐3‐Substituted Hydroindolin‐2‐Imines
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AbstractWe describe a silver catalyzed [3+2] diastereoselective annulation of p‐quinamines and ketenimine zwitterionic salts, leading to anti‐3‐substituted hydroindolin‐2‐imines under mild conditions. Ketenimine zwitterionic salts participate in the [3+2] cycloadditions as a monoolefin (2π‐system). The relative stereoselectivity of the reaction was regulated by the tert‐butyl ester. This protocol is complementary to the synthesis of functionalized hydroindoles moiety and expands the application of ketenimine zwitterionic salts.magnified image
Title: Silver‐Catalyzed [3+2] Cycloaddition for the Diastereoselective Synthesis of anti‐3‐Substituted Hydroindolin‐2‐Imines
Description:
AbstractWe describe a silver catalyzed [3+2] diastereoselective annulation of p‐quinamines and ketenimine zwitterionic salts, leading to anti‐3‐substituted hydroindolin‐2‐imines under mild conditions.
Ketenimine zwitterionic salts participate in the [3+2] cycloadditions as a monoolefin (2π‐system).
The relative stereoselectivity of the reaction was regulated by the tert‐butyl ester.
This protocol is complementary to the synthesis of functionalized hydroindoles moiety and expands the application of ketenimine zwitterionic salts.
magnified image.
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