Please use this identifier to cite or link to this item:
http://hdl.handle.net/2445/172477
Full metadata record
DC Field | Value | Language |
---|---|---|
dc.contributor.author | López Barallobre, Blanca | - |
dc.contributor.author | Bartra Sanmartí, Martí | - |
dc.contributor.author | Berenguer, Ramon | - |
dc.contributor.author | Ariza Piquer, Xavier | - |
dc.contributor.author | García Gómez, Jordi | - |
dc.contributor.author | Gómez, Roberto | - |
dc.contributor.author | Torralvo Martín, Héctor | - |
dc.date.accessioned | 2020-12-02T09:59:41Z | - |
dc.date.available | 2020-12-02T09:59:41Z | - |
dc.date.issued | 2020-11-30 | - |
dc.identifier.issn | 1420-3049 | - |
dc.identifier.uri | http://hdl.handle.net/2445/172477 | - |
dc.description.abstract | A catalytic and enantioselective preparation of the (S)-4-methyleneproline scaffold is described. The key reaction is a one-pot double allylic alkylation of an imine analogue of glycine in the presence of a chinchonidine-derived catalyst under phase transfer conditions. These 4-methylene substituted proline derivatives are versatile starting materials often used in medicinal chemistry. In particular, we have transformed tert-butyl (S)-4-methyleneprolinate (12) into the N-Boc-protected 5-azaspiro[2.4]heptane-6-carboxylic acid (1), a key element in the industrial synthesis of antiviral ledipasvir. | - |
dc.format.extent | 11 p. | - |
dc.format.mimetype | application/pdf | - |
dc.language.iso | eng | - |
dc.publisher | MDPI | - |
dc.relation.isformatof | Reproducció del document publicat a: https://doi.org/10.3390/molecules25235644 | - |
dc.relation.ispartof | Molecules, 2020, vol. 25, num. 23, p. 5644-5654 | - |
dc.relation.uri | https://doi.org/10.3390/molecules25235644 | - |
dc.rights | cc-by (c) López Barallobre, Blanca et al., 2020 | - |
dc.rights.uri | http://creativecommons.org/licenses/by/3.0/es | - |
dc.source | Articles publicats en revistes (Química Inorgànica i Orgànica) | - |
dc.subject.classification | Catàlisi | - |
dc.subject.classification | Síntesi de fàrmacs | - |
dc.subject.other | Catalysis | - |
dc.subject.other | Drug synthesis | - |
dc.title | An enantioselective approach to 4-Substituted Proline Scaffolds: synthesis of (S)-5-(Tert-Butoxy Carbonyl)-5-Azaspiro[2.4]heptane-6-Carboxylic acid | - |
dc.type | info:eu-repo/semantics/article | - |
dc.type | info:eu-repo/semantics/publishedVersion | - |
dc.identifier.idgrec | 704980 | - |
dc.date.updated | 2020-12-02T09:59:41Z | - |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | - |
dc.identifier.pmid | 33266105 | - |
Appears in Collections: | Articles publicats en revistes (Química Inorgànica i Orgànica) |
Files in This Item:
File | Description | Size | Format | |
---|---|---|---|---|
704980.pdf | 1.37 MB | Adobe PDF | View/Open |
This item is licensed under a Creative Commons License