| Autor: |
Carbó, J.J., Cuenca, A.B., Cid, J., García-López, D., Fernández, E. |
| Přispěvatelé: |
Química Quàntica, Organometàl.lics i Catàlisi Homogènia, Química Física i Inorgànica, Universitat Rovira i Virgili |
| Rok vydání: |
2015 |
| Předmět: |
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| Zdroj: |
Organic & Biomolecular Chemistry |
| DOI: |
10.1039/c5ob01523e |
| Popis: |
author can archive pre-print (ie pre-refereeing). 12 meses de embargo DOI: 10.1039/c5ob01523e URL: http://pubs.rsc.org/en/content/articlelanding/2015/ob/c5ob01523e#!divAbstract Filiació URV: SI We have experimentally proved the unsymmetrical 1,1-diboration of diazo compounds, formed in situ from aldehydes and cyclic and non-cyclic ketones, in the absence of any transition metal complex. The heterolytic cleavage of the mixed diboron reagent, Bpin-Bdan, and the formation of two geminal C-Bpin and C-Bdan bonds has been rationalised based on DFT calculations to occur via a concerted-asynchronous mechanism. Diastereoselection is attained on substituted cyclohexanones and DFT studies provide understanding on the origin of the selectivity. The alkoxide-assisted selective deborylation of Bpin from the multisubstituted sp3-carbon and generation of a Bdan stabilized carbanion, easily conducts a selective protodeboronation sequence |
| Databáze: |
OpenAIRE |
| Externí odkaz: |
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