Synthesis of azide-alkyne fragments for 'click' chemical applications formation of oligomers from orthogonally protected trialkylsilyl-propargyl azides and propargyl alcohols
- Author(s)
- Montagnat, OD; Lessene, G; Hughes, AB;
- Details
- Publication Year 2006-09-25,Volume 47,Issue #39,Page 6971-6974
- Journal Title
- TETRAHEDRON LETTERS
- Publication Type
- Journal Article
- Abstract
- A series of orthogonally protected 1,4-disubstituted-1,2,3-triazoles were prepared from the corresponding alkynols and trialkylsilyl-propargyl azides via 1,3-dipolar cycloaddition. These cycloadducts were selectively deprotected and extended in a stepwise fashion via further 'click' reactions to form oligomeric peptidomimetic compounds. This methodology gives access to triazolebased peptidomimetics in a controlled fashion and lays the foundation for a fragment-based approach to drug discovery. (c) 2006 Elsevier Ltd. All rights reserved.
- Publisher
- PERGAMON-ELSEVIER SCIENCE LTD
- Keywords
- ENANTIOSELECTIVE ADDITIONS; DRUG DISCOVERY; IN-SITU; CHEMISTRY; ACETYLENES; ALDEHYDES
- Publisher's Version
- https://doi.org/10.1016/j.tetlet.2006.07.131
- Terms of Use/Rights Notice
- Refer to copyright notice on published article.
Creation Date: 2006-09-25 12:00:00