Multicomponent Domino Synthesis of Cyclopenta[ b]furan-2-ones
A stereoselective multicomponent reaction involving Meldrum's acid, a conjugated dienal, and an alcohol is reported. Valuable cyclopenta[b]furan-2-ones are obtained as products of this straightforward transformation, which is accompanied by the formation of four stereocenters, two new cycles, a...
| Authors: | , , |
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| Format: | article |
| Status: | Published version |
| Publication Date: | 2018 |
| Country: | Argentina |
| Institution: | Consejo Nacional de Investigaciones Científicas y Técnicas |
| Repository: | CONICET Digital (CONICET) |
| Language: | English |
| OAI Identifier: | oai:ri.conicet.gov.ar:11336/87345 |
| Online Access: | http://hdl.handle.net/11336/87345 |
| Access Level: | Open access |
| Keyword: | DOMINO REACTIONS LACTONES CYCLOPENTAFURANONES NAZAROV https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
| Summary: | A stereoselective multicomponent reaction involving Meldrum's acid, a conjugated dienal, and an alcohol is reported. Valuable cyclopenta[b]furan-2-ones are obtained as products of this straightforward transformation, which is accompanied by the formation of four stereocenters, two new cycles, and four new bonds (two C-C and two C-heteroatom). A reaction mechanism was elaborated involving an initial Knoevenagel condensation followed by cycloisomerization and eventual fragmentation. |
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