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http://hdl.handle.net/2445/45524
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DC Field | Value | Language |
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dc.contributor.author | Carrillo Arregui, Jokin | - |
dc.contributor.author | Costa i Arnau, Anna M. | - |
dc.contributor.author | Sidera Portela, Mireia | - |
dc.contributor.author | Vilarrasa i Llorens, Jaume | - |
dc.date.accessioned | 2013-09-03T11:22:53Z | - |
dc.date.available | 2013-09-03T11:22:53Z | - |
dc.date.issued | 2011 | - |
dc.identifier.issn | 0040-4039 | - |
dc.identifier.uri | http://hdl.handle.net/2445/45524 | - |
dc.description.abstract | A practical solution to the formation of mixtures of E/Z and open/cyclic isomers in the reaction of (2R,4S)-4-hydroxy-2-methylpentanal (as its hemiacetal, a lactol) with conjugated phosphoranes (stabilised Wittig reagents) and Horner-Wadsworth-Emmons reagents is disclosed. The HWE reaction has a strong bias to give oxolanes. On the other hand, stabilised Wittig reagents give unsaturated carboxyl derivatives of configuration E (major) and oxolanes (minor); the latter can be avoided by addition of CF3CH2OH or using morpholine amide phosphorane. | - |
dc.format.extent | 5 p. | - |
dc.format.mimetype | application/pdf | - |
dc.language.iso | eng | - |
dc.publisher | Elsevier Ltd | - |
dc.relation.isformatof | Versió postprint del document publicat a: http://dx.doi.org/10.1016/j.tetlet.2011.07.121 | - |
dc.relation.ispartof | Tetrahedron Letters, 2011, vol. 52, num. 40, p. 5153-5156 | - |
dc.relation.uri | http://dx.doi.org/10.1016/j.tetlet.2011.07.121 | - |
dc.rights | (c) Elsevier Ltd, 2011 | - |
dc.source | Articles publicats en revistes (Química Inorgànica i Orgànica) | - |
dc.subject.classification | Química orgànica | - |
dc.subject.classification | Reactivitat (Química) | - |
dc.subject.classification | Nomenclatura química | - |
dc.subject.classification | Síntesi orgànica | - |
dc.subject.other | Organic chemistry | - |
dc.subject.other | Reactivity (Chemistry) | - |
dc.subject.other | Chemical nomenclature | - |
dc.subject.other | Organic synthesis | - |
dc.title | Comparing and taming the reactivity of HWE and Wittig reagents with cyclic hemiacetals | - |
dc.type | info:eu-repo/semantics/article | - |
dc.type | info:eu-repo/semantics/acceptedVersion | - |
dc.identifier.idgrec | 598862 | - |
dc.date.updated | 2013-09-03T11:22:53Z | - |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | - |
Appears in Collections: | Articles publicats en revistes (Química Inorgànica i Orgànica) |
Files in This Item:
File | Description | Size | Format | |
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598862.pdf | 139.75 kB | Adobe PDF | View/Open |
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