Iridium/N-Heterocyclic Carbene Complex-Catalyzed Intermolecular Allylic Alkylation Reaction
| Autor: | Can-Can Bao, Shu-Li You, Xiao Zhang, Dong-Song Zheng |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
Substitution reaction
010405 organic chemistry Aryl Organic Chemistry Enantioselective synthesis Alkylation 010402 general chemistry 01 natural sciences Medicinal chemistry 0104 chemical sciences Catalysis Inorganic Chemistry chemistry.chemical_compound Tsuji–Trost reaction chemistry Physical and Theoretical Chemistry Carbene Amination |
| Zdroj: | Organometallics. 37:4763-4772 |
| ISSN: | 1520-6041 0276-7333 |
| DOI: | 10.1021/acs.organomet.8b00762 |
| Popis: | N-Heterocyclic carbenes (NHCs) were found to be suitable ligands in Ir-catalyzed intermolecular allylic alkylation reaction. In the presence of a catalyst derived from [Ir(dncot)Cl]2 (dncot = dinaphthocyclooctatetraene) and triazolium salt L7, the alkylation products from the reaction of aryl allyl carbonates with sodium dialkyl malonates could be obtained in 85–99% yields favoring the formation of branched products (90/10 → >99/1 b/l). In addition, chiral dihydroisoquinoline-type NHC (DHIQ-NHC) (L8) is successfully applied in Ir-catalyzed asymmetric allylic alkylation reactions. Excellent enantioselectivities and moderate regioselectivities were obtained for a wide range of substrates. |
| Databáze: | OpenAIRE |
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