Ítem
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Fernández Wang, Martí
Parera Briansó, Magda Parella Coll, Teodor Lledó Ponsati, Agustí Le Bras, Jean Muzart, Jacques Pla i Quintana, Anna Roglans i Ribas, Anna |
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| 2 juny 2016 | |
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A rhodium-catalyzed asymmetric synthesis of 5,5-disubstituted cyclohexa-1,3-dienes has been achieved by [2+2+2] cycloaddition reactions between diynes and Morita-Baylis-Hillman (M-B-H) adducts as unsaturated substrates. Products containing two adjacent chiral centres (quaternary and tertiary, respectively) were obtained with complete diastereoselectivity and high enantioselectivity (84-97%) through a kinetic resolution of the M-B-H adduct. Furthermore, these highly substituted cyclohexadienes reacted with dienophiles to afford the corresponding Diels-Alder cycloadducts in good yields Financial support from the Spanish Ministry of Education and Science (MINECO) (Projects No.: CTQ2014-54306-P, CTQ2012-32436 and a RyC contract to A. L.) and the DIUE of the Generalitat de Catalunya (Project No.: 2014SGR931) are acknowledged |
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| application/pdf | |
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1615-4150 (versió paper) 1615-4169 (versió electrònica) |
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| http://hdl.handle.net/10256/13146 | |
| eng | |
| Wiley | |
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MINECO/PE 2015-2017/CTQ2014-54306-P AGAUR/2014-2016/2014 SGR-931 Reproducció digital del document publicat a: http://dx.doi.org/10.1002/adsc.201600039 Articles publicats (D-Q) |
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| © Advanced Synthesis and Catalysis, 2016, vol. 358, núm. 11, p. 1848-1853 | |
| Tots els drets reservats | |
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Reaccions d’addició
Addition reactions Catàlisi Catalysis Catalitzadors de rodi Rhodium catalyst Rodi Rhodium |
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| Rhodium-Catalyzed [2+2+2] Cycloadditions of Diynes with Morita-Baylis-Hillman Adducts: A Stereoselective Entry to Densely Functionalized Cyclohexadiene Scaffolds | |
| info:eu-repo/semantics/article | |
| DUGiDocs |
