Hierarchically assembled helicates as reaction platform - from stoichiometric Diels-Alder reactions to enamine catalysis
The stereoselectivity of a Diels-Alder reaction within the periphery of hierarchically assembled titanium(IV) helicates formed from mixtures of achiral, reactive and chiral, unreactive ligands was investigated in detail. Following the pathway of the chiral induction, the chiral ligands, solvents as...
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| Veröffentlicht in: | Beilstein journal of organic chemistry 2020-09, Vol.16 (1), p.2338-2345 |
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| container_title | Beilstein journal of organic chemistry |
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| creator | Van Craen, David Begall, Jenny Grosskurth, Johannes Himmel, Leonard Linnenberg, Oliver Isaak, Elisabeth Albrecht, Markus |
| description | The stereoselectivity of a Diels-Alder reaction within the periphery of hierarchically assembled titanium(IV) helicates formed from mixtures of achiral, reactive and chiral, unreactive ligands was investigated in detail. Following the pathway of the chiral induction, the chiral ligands, solvents as well as substituents at the dienophile were carefully varied. Based on the results of the stoichiometric reaction, a secondary amine-catalyzed nitro-Michael reaction is performed as well which afforded reasonable diastereoselectivities. |
| doi_str_mv | 10.3762/bjoc.16.195 |
| format | Article |
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| subjects | Chemistry Chemistry, Organic diels–alder reaction enamine catalysis Full Research Paper hierarchical helicates Physical Sciences remote-control Science & Technology stereoselectivity |
| title | Hierarchically assembled helicates as reaction platform - from stoichiometric Diels-Alder reactions to enamine catalysis |
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