Diastereoselective epoxidation of allylic diols derived from Baylis-Hillman adducts

Porto, RS; Vasconcellos, MLAA; Ventura, E; Coelho, F

Artículos de revistas

Registro en:

Synthesis-stuttgart. Georg Thieme Verlag Kg, n. 14, n. 2297, n. 2306, 2005.

0039-7881

WOS:000231847000006

10.1055/s-2005-872091

http://www.repositorio.unicamp.br/jspui/handle/REPOSIP/61693

http://repositorio.unicamp.br/jspui/handle/REPOSIP/61693

http://repositorioslatinoamericanos.uchile.cl/handle/2250/1286385

Autor

Porto, RS

Vasconcellos, MLAA

Ventura, E

Coelho, F

Institución

Universidade Estadual de Campinas (Brasil)

Resumen

The results of a highly diastereoselective epoxidation of allylic diols derived from Baylis-Hillman adducts are reported. The formation of an intramolecular hydrogen bond seems to be responsible for the high anti diastereoselection obtained in this epoxidation reaction. The results are complementary to those obtained in the direct epoxidation of Baylis-Hillman adducts, in which an elevated syn diastereoselectivity was observed.

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