| Attributs | Valeurs |
|---|
| type
| |
| Is Part Of
| |
| Subject
| |
| Title
| - Efficient Amidation from Carboxylic Acids and Azides viaSelenocarboxylates: Application to the Coupling of Amino Acidsand Peptides with Azides
|
| has manifestation of work
| |
| related by
| |
| Author
| |
| Abstract
| - A facile one-pot procedure for the coupling of carboxylic acid and azide via selenocarboxylate andselenatriazoline has been developed and successfully applied to the coupling of amino acids and peptideswith azides. Selenocarboxylates are readily prepared by the reaction of the activated carboxylic acidswith LiAlHSeH under mild conditions. The selenocarboxylates formed in situ are used to react directlywith azides to form the corresponding amides via a selenatriazoline intermediate. Excellent yields wereobtained for electron-deficient azides, and moderate to good yields were obtained for electron-rich azides.The selenocarboxylate/azide amidation reaction is clean and chemoselective. It provides an attractivealternative method to the conventional acylation of amines when an amide bond needs to be formedwithout going through an amine intermediate.
|
| article type
| |
| is part of this journal
| |
