Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 27, Pages 7958-7962Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201704727
Keywords
alkynes; heterocycles; isocyanides; multicomponent reactions; silver
Categories
Funding
- EPFL (Switzerland)
- Swiss State Secretariat for Education and Research (SER)
- Swiss National Science Foundation (SNSF)
- National Natural Science Foundation of China [21320102002, 21502202]
Ask authors/readers for more resources
The reaction of secondary homopropargylamines, isocyanides, and water in the presence of a catalytic amount of silver acetate and subsequent purification by chromatography on silica gel afforded substituted proline amides in good to excellent yields. Primary homopropargylamines underwent a cyclizative Ugi-Joulli 8 three-component reaction with isocyanides and carboxylic acids to afford functionalized N-acyl proline amides. High diastereoselectivity was observed in the synthesis of 4-alkoxy and 4,5-disubstituted proline derivatives. This work represents the first examples of a three-component cyclizative 1,1-aminoacylation of terminal alkynes.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available