Projects per year
Abstract
The Pd-catalyzed S-allylation of thiols with stable allylcarbonate and allylacetate reagents offers several advantages over established reactions for the formation of thioethers. We could demonstrate that Pd/BIPHEPHOS is a catalyst system which allows the transition metal-catalyzed S-allylation of thiols with excellent n-regioselectivity. Mechanistic studies showed that this reaction is reversible under the applied reaction conditions. The excellent functional group tolerance of this transformation was demonstrated with a broad variety of thiol nucleophiles (18 examples) and allyl substrates (9 examples), and could even be applied for the late-stage diversification of cephalosporins, which might find application in the synthesis of new antibiotics. (Figure presented.).
Original language | English |
---|---|
Pages (from-to) | 331-336 |
Number of pages | 6 |
Journal | Advanced Synthesis & Catalysis |
Volume | 362 |
Issue number | 2 |
DOIs | |
Publication status | Published - 23 Jan 2020 |
Keywords
- crossover
- isofunctional reaction
- isomerization
- thioether
- Tsuji-Trost allylation
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry
Fields of Expertise
- Human- & Biotechnology
Fingerprint
Dive into the research topics of 'Pd/BIPHEPHOS is an Efficient Catalyst for the Pd‐Catalyzed S‐Allylation of Thiols with High n‐Selectivity'. Together they form a unique fingerprint.Projects
- 1 Finished
-
FWF - Peptide - Transition-metal catalyzed post-translational modification of peptides and proteins
1/09/16 → 31/07/21
Project: Research project