Nucleophilic addition of potassium o-ethyl dithiocarbonate to baylis-hillman adducts using 9-bbn as catalyst Reportar como inadecuado




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Luis D. Miranda ;Journal of the Mexican Chemical Society 2009, 53 (2)

Autor: Ilsa Hernández-Ibinarriaga

Fuente: http://www.redalyc.org/


Introducción



Journal of the Mexican Chemical Society ISSN: 1870-249X editor.jmcs@gmail.com Sociedad Química de México México Hernández-Ibinarriaga, Ilsa; Miranda, Luis D. Nucleophilic Addition of Potassium O-Ethyl Dithiocarbonate to Baylis-Hillman Adducts Using 9-BBN as Catalyst Journal of the Mexican Chemical Society, vol.
53, núm.
2, 2009, pp.
55-58 Sociedad Química de México Distrito Federal, México Available in: http:--www.redalyc.org-articulo.oa?id=47512080004 How to cite Complete issue More information about this article Journals homepage in redalyc.org Scientific Information System Network of Scientific Journals from Latin America, the Caribbean, Spain and Portugal Non-profit academic project, developed under the open access initiative J.
Mex.
Chem.
Soc.
2009, 53(2), 55-58 © 2009, Sociedad Química de México ISSN 1870-249X Article Nucleophilic Addition of Potassium O-Ethyl Dithiocarbonate to Baylis-Hillman Adducts Using 9-BBN as Catalyst Ilsa Hernández-Ibinarriaga, and Luis D.
Miranda* Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, México, D.F.
04510, México Received May 11, 2009; accepted June 26, 2009 Abstract.
An efficient diastereoselective Michael addition of the commercial potassium O-ethyl dithiocarbonate to Baylis-Hillman adducts in the presence of 9-BBN (9-borabicyclo[3.3.1]nonane) as a Lewis acid is reported.
9-BBN both protected the hydroxyl group and activated the carbonyl of the Michael acceptor. Keywords: Xanthates; Baylis-Hillman adducts; 9-BBN as a Lewis acid. Resumen.
En este artículo se describe una adición de Michael diastereoselectiva del O-etilditiocarbonato de potasio comercial sobre aductos de Baylis-Hillman, utilizando 9-BBN (9-borabiciclo[3.3.1]no nano) como ácido de Lewis.
El 9-BBN protegió el grupo hidroxilo y activó al mismo tiempo el grupo carbonilo del aceptor de Michael. Keywords: Xantatos; aductos de Baylis-Hillman; 9-BBN, ácido de Lewis. Introduction ...





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