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http://hdl.handle.net/2445/190175
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DC Field | Value | Language |
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dc.contributor.author | Pérez-Palau, Marina | - |
dc.contributor.author | Balaguer Garcia, Eduard | - |
dc.contributor.author | Romea, Pedro | - |
dc.contributor.author | Urpí Tubella, Fèlix | - |
dc.date.accessioned | 2022-10-25T15:19:42Z | - |
dc.date.available | 2022-10-25T15:19:42Z | - |
dc.date.issued | 2022-08-25 | - |
dc.identifier.issn | 2470-1343 | - |
dc.identifier.uri | http://hdl.handle.net/2445/190175 | - |
dc.description.abstract | Herein, the asymmetric synthesis of umuravumbolide (1) is described. The new approach features highly stereoselective transformations (dr ≥ 95:5) to install both stereocenters and the Z olefin, which involve a new radical alkylation, an Ando olefination, and a Krische allylation on a Z allylic alcohol, not reported before. The application of such successful reactions, together with the limited use of protecting groups and concession steps, makes it possible to complete the synthesis in 10 steps, resulting in a 39% overall yield from chiral N-acyl oxazolidinone 2. | - |
dc.format.extent | 6 p. | - |
dc.format.mimetype | application/pdf | - |
dc.language.iso | eng | - |
dc.publisher | American Chemical Society | - |
dc.relation.isformatof | Reproducció del document publicat a: https://doi.org/10.1021/acsomega.2c02304 | - |
dc.relation.ispartof | ACS Omega , 2022, vol. 7, num. 35, p. 30835-30840 | - |
dc.relation.uri | https://doi.org/10.1021/acsomega.2c02304 | - |
dc.rights | (c) American Chemical Society , 2022 | - |
dc.source | Articles publicats en revistes (Química Inorgànica i Orgànica) | - |
dc.subject.classification | Alcohols | - |
dc.subject.classification | Mescles | - |
dc.subject.classification | Solucions (Química) | - |
dc.subject.other | Alcohols | - |
dc.subject.other | Mixtures | - |
dc.subject.other | Solution (Chemistry) | - |
dc.title | Optimized asymmetric synthesis of umuravumbolide | - |
dc.type | info:eu-repo/semantics/article | - |
dc.type | info:eu-repo/semantics/publishedVersion | - |
dc.identifier.idgrec | 724637 | - |
dc.date.updated | 2022-10-25T15:19:42Z | - |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | - |
Appears in Collections: | Articles publicats en revistes (Institut de Biomedicina (IBUB)) Articles publicats en revistes (Química Inorgànica i Orgànica) |
Files in This Item:
File | Description | Size | Format | |
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724637.pdf | 1.49 MB | Adobe PDF | View/Open |
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