Analytical Sciences


Abstract − Analytical Sciences, 19(8), 1223 (2003).

Crystal Structure of trans(3R,2aS)-(-)-3-Phenyl-hexahydro-oxazolo[3,2-a]-pyr idin-5-one
Luis F. ROA, Dino GNECCO,  Alberto GALINDO, Jorge JUÁREZ, and Sylvain BERNÈS
Centro de Química del Instituto de Ciencias, BUAP, 14 Sur 6303, CP 72570, Ciudad Universitaria, Puebla, Pue., México
Chiral, non-racemic hexahydro-oxazolo[3,2-a]pyridin-5-ones are strategic starting materials for the asymmetric synthesis of alkaloids, via the stereoselective C-C bond formation at the position α to the nitrogen atom. The stereoselectivity of this key step is mainly driven by the geometry of the fused rings of the oxazolopyridine moiety. In this work, the synthesis and X-ray structure of trans(3R,2aS)-(-)-3-phenyl-hexahydro-oxazolo[3,2-a]pyri din-5-one is reported.