This diploma thesis deals with the synthesis of chiral five-membered carbacyclic molecules via iminium-enamine activation using chiral secondary amines. The first part of thi diploma thesis describes the synthesis of starting materials for domino Michael addition/α-alkylation reaction, i.e. the synthesis of α,β-unsaturated aldehydes and 1-bromo-3-nitropropane. The second part of this diploma thesis is focused on the optimization of reaction conditions and the application of the domino Michael addition/α-alkylation reaction, that leads to the formation of cyclopentancarbaldehydes with contiguous stereogenic centres. Key words Asymmetric synthesis, organocatalysis, domino reaction, Michael addition, cyclopentanes.
| Identifer | oai:union.ndltd.org:nusl.cz/oai:invenio.nusl.cz:356366 |
| Date | January 2017 |
| Creators | Šotolová, Martina |
| Contributors | Veselý, Jan, Matoušová, Eliška |
| Source Sets | Czech ETDs |
| Language | Czech |
| Detected Language | English |
| Type | info:eu-repo/semantics/masterThesis |
| Rights | info:eu-repo/semantics/restrictedAccess |
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