Abstract
| Originalsprache | englisch |
|---|---|
| Fachzeitschrift | Advanced Synthesis & Catalysis |
| DOIs | |
| Publikationsstatus | Veröffentlicht - 2019 |
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Fields of Expertise
- Human- & Biotechnology
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Pd/BIPHEPHOS is an Efficient Catalyst for the Pd‐Catalyzed S‐Allylation of Thiols with High n‐Selectivity. / Schlatzer, Thomas; Schröder, Hilmar; Trobe, Melanie; Lembacher-Fadum, Christian; Stangl, Simon; Schlögl, Christoph; Weber, Hansjörg; Breinbauer, Rolf.
in: Advanced Synthesis & Catalysis, 2019.Publikation: Beitrag in einer Fachzeitschrift › Artikel › Forschung › Begutachtung
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TY - JOUR
T1 - Pd/BIPHEPHOS is an Efficient Catalyst for the Pd‐Catalyzed S‐Allylation of Thiols with High n‐Selectivity
AU - Schlatzer, Thomas
AU - Schröder, Hilmar
AU - Trobe, Melanie
AU - Lembacher-Fadum, Christian
AU - Stangl, Simon
AU - Schlögl, Christoph
AU - Weber, Hansjörg
AU - Breinbauer, Rolf
PY - 2019
Y1 - 2019
N2 - 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.
AB - 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.
U2 - https://doi.org/10.1002/adsc.201901250
DO - https://doi.org/10.1002/adsc.201901250
M3 - Article
JO - Advanced Synthesis & Catalysis
JF - Advanced Synthesis & Catalysis
SN - 1615-4150
ER -