Artículos de revistas
The Influence Of Protecting Groups On The Diastereoselectivity Ofcatalyticheterogeneous Hydrogenation Of Baylis-hillman Adducts
Registro en:
Arkivoc. , v. 2003, n. 10, p. 443 - 467, 2003.
14246376
2-s2.0-3242704950
Autor
Coelho F.
Almeida W.P.
Mateus C.R.
Furtado L.D.
Gouveia J.C.F.
Institución
Resumen
In this communication we describe our recent results from a study on catalytic heterogeneous hydrogenation reactions of Baylis-Hillman adducts. Depending on the protecting groups used on the secondary hydroxyl group of these adducts, it is possible to obtain a high degree of diastereoselection. For silylated Baylis-Hillman adducts a high syn diastereoselectivity has been obtained. However, when secondary Baylis-Hillman hydroxyl groups were unprotected or protected as acetate a moderate anti selectivity was attained. The adducts protected as methyl ether gave poor syn diastereoselectivity. 2003 10 443 467 Drewes, S.E., Roos, G.H.P., (1988) Tetrahedron, 44, p. 4653 Basavaiah, D., Rao, P.D., Hyma, R.S., (1996) Tetrahedron, 52, p. 8001 Ciganek, E., (1997) Organic Reactions, 51, p. 201. , John Wiley New York, Chapter 2 Almeida, W.P., Coelho, F., (2000) Quim. Nova, 23, p. 98 (2000) Chem. Abstr., 132, pp. 236532e Basavaiah, D., Rao, A.J., Satyanarayana, T., (2003) Chem. 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