Direct and asymmetric nickel(II)-catalyzed construction of carbon−carbon bonds from N‑acyl thiazinanethiones
| Autor: | Jesus Rodrigalvarez, Gabriel Aullón, Stuart C. D. Kennington, Laura Ferré, Adam J. Taylor, Pedro Romea, Mercè Font-Bardia, Fèlix Urpí |
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| Přispěvatelé: | Universitat de Barcelona |
| Jazyk: | angličtina |
| Rok vydání: | 2019 |
| Předmět: |
Níquel
010405 organic chemistry Organic Chemistry Reinforced carbon–carbon Enantioselective synthesis chemistry.chemical_element Total synthesis 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry Catalysis 0104 chemical sciences Nickel chemistry Catàlisi Electrophile Physical and Theoretical Chemistry |
| Zdroj: | Dipòsit Digital de la UB Universidad de Barcelona Recercat. Dipósit de la Recerca de Catalunya instname |
| Popis: | A wide array of new N-acyl thiazinanethiones are employed in a number of direct and enantioselective carbon-carbon bond forming reactions catalyzed by nickel(II) complexes. The electrophilic species are mostly prepared in situ from ortho esters, methyl ethers, acetals, and ketals, which makes the overall process highly efficient and experimentally straightforward. Theoretical calculations indicate that the reactions pro-ceed through an open transition state in a SN1-like mechanism. The utility of this novel procedure has been demonstrated by the asymmetric preparation of syntheti-cally useful intermediates and the total synthesis of pe-peromin D. |
| Databáze: | OpenAIRE |
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