Catalytic Enantioselective [10+4] Cycloadditions
Autor: | Nicolaj Inunnguaq Jessen, Mette Louise Christensen, Giulio Bertuzzi, Teresa A. Palazzo, Maxime Giardinetti, Karl Anker Jørgensen, Bjarke S. Donslund |
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Přispěvatelé: | Bjarke S. Donslund, Nicolaj Innunquag Jessen, Giulio Bertuzzi, Maxime Giardinetti, Teresa A. Palazzo, Mette Louise Christensen, Karl Anker Jørgensen |
Jazyk: | angličtina |
Rok vydání: | 2018 |
Předmět: |
Chemistry
Stereochemistry 010405 organic chemistry asymmetric synthesis Enantioselective synthesis General Chemistry General Medicine asymmetric synthesis cycloaddition density-functional calculations organocatalysis 010402 general chemistry 01 natural sciences Catalysis Cycloaddition 0104 chemical sciences Organocatalysis organocatalysis Stereoselectivity density-functional calculations Conformational isomerism cycloaddition |
Zdroj: | Donslund, B S, Jessen, N I, Bertuzzi, G, Giardinetti, M, Palazzo, T A, Christensen, M L & Jørgensen, K A 2018, ' Catalytic Enantioselective [10+4] Cycloadditions ', Angewandte Chemie-International Edition, vol. 57, no. 40, pp. 13182-13186 . https://doi.org/10.1002/anie.201807830 |
DOI: | 10.1002/anie.201807830 |
Popis: | The first peri- and stereoselective [10+4] cycloaddition between catalytically generated amino isobenzofulvenes and electron-deficient dienes is described. The highly stereoselective catalytic [10+4] cycloaddition exhibits a broad scope with high yields, reflecting a robust higher-order cycloaddition. Experimental and computational investigations support a kinetic distribution of intermediate rotamers dictating the enantioselectivity, which relies heavily on additive effects. |
Databáze: | OpenAIRE |
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