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- W2520005612 endingPage "3264" @default.
- W2520005612 startingPage "3254" @default.
- W2520005612 abstract "Abstract This work describes a successful copper(I)‐catalyzed radical cyclization of β‐haloethylallylamines bearing an unprotected NH‐group while retaining catalyst‐redox activity. The cyclization occurs regio‐ and diastereoselectively at 0 °C and furnishes diversely substituted 1,3‐ trans ‐(NH)‐pyrrolidines directly in high isolated yields. An involvement of the bulky copper complex in the cyclization step as the possible reason for the diastereoselectivity was proposed. Synthetic applications of the products in the preparation of useful 4‐chloro‐NH‐pyrrole in a single step, has also been demonstrated. A quick, mild and general method involving simple addition of trichloroacetic acid/dimethyl sulfoxide (CCl 3 CO 2 H‐DMSO) solution to readily accessible N ‐allylaldimines and ketimines tolerating acid‐sensitive and highly deactivating substituents was developed to access the amine precursors. magnified image" @default.
- W2520005612 created "2016-09-23" @default.
- W2520005612 creator A5030755635 @default.
- W2520005612 creator A5065697920 @default.
- W2520005612 date "2016-09-16" @default.
- W2520005612 modified "2023-10-09" @default.
- W2520005612 title "Direct and Stereoselective Synthesis of Diversely Substituted 2,4-trans-(NH)-Pyrrolidines by Copper(I)-Catalyzed Radical Cyclization at Low Temperature" @default.
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