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http://hdl.handle.net/2445/106924
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DC Field | Value | Language |
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dc.contributor.author | Haraburda, Ewelina | - |
dc.contributor.author | Fernández, Martí | - |
dc.contributor.author | Gifreu, Anna | - |
dc.contributor.author | García Gómez, Jordi | - |
dc.contributor.author | Parella, Teodor | - |
dc.contributor.author | Pla-Quintana, Anna | - |
dc.contributor.author | Roglans i Ribas, Anna | - |
dc.date.accessioned | 2017-02-14T14:03:15Z | - |
dc.date.available | 2018-02-28T23:01:20Z | - |
dc.date.issued | 2017-02 | - |
dc.identifier.issn | 1615-4150 | - |
dc.identifier.uri | http://hdl.handle.net/2445/106924 | - |
dc.description.abstract | Allene-yne-allene and allene-ene-allene N-tosyl-linked substrates with two chiral centres in the α-position of the allene moiety were satisfactorily prepared starting both from racemic and chiral propargylic alcohols. The Wilkinson's complex-catalyzed [2+2+2] cycloaddition reaction of these substrates was evaluated. In the case of enantiomerically pure bisallenes, perfect stereoselectivity was observed, giving a diastereomerically pure cycloadduct. The chirality of starting bisallene substrates can be completely transferred to the cycloadducts, representing an atom-economical and enantiospecific process for the construction of fused polycycles. However, when reacting an oxygen-linked allene-ene-allene substrate, the stereoselectivity decreased and two diastereoisomers were formed. A detailed characterization study of the resulting cycloadducts allows us to identify the enantioisomer generated in the cycloaddition. | - |
dc.format.extent | 7 p. | - |
dc.format.mimetype | application/pdf | - |
dc.language.iso | eng | - |
dc.publisher | Wiley-VCH | - |
dc.relation.isformatof | Versió postprint del document publicat a: https://doi.org/10.1002/adsc.201600613 | - |
dc.relation.ispartof | Advanced Synthesis & Catalysis, 2017, vol. 359, num. 3, p. 506-512 | - |
dc.relation.uri | https://doi.org/10.1002/adsc.201600613 | - |
dc.rights | (c) Wiley-VCH, 2017 | - |
dc.source | Articles publicats en revistes (Química Inorgànica i Orgànica) | - |
dc.subject.classification | Rodi | - |
dc.subject.classification | Ciclització (Química) | - |
dc.subject.other | Rhodium | - |
dc.subject.other | Ring formation (Chemistry) | - |
dc.title | Chiral induction in intramolecular rhodium-catalyzed [2+2+2] cycloadditions of optically active allene-ene/yne-allene substrates | - |
dc.type | info:eu-repo/semantics/article | - |
dc.type | info:eu-repo/semantics/acceptedVersion | - |
dc.identifier.idgrec | 667389 | - |
dc.date.updated | 2017-02-14T14:03:15Z | - |
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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667389.pdf | 1.08 MB | Adobe PDF | View/Open |
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