TY - JOUR
T1 - Highly Regio- and stereoselective formation of 2-hydroxy-5,6-dihydro-2H-1,4-oxazines. An X-ray and 13C NMR study
AU - Ortiz, Aurelio
AU - Farfán, Norberto
AU - Santillan, Rosa
AU - Rosales, María de Jesus
AU - García-Baéz, Efrén
AU - Daran, Jean Claude
AU - Halut, Sabine
PY - 1995/11
Y1 - 1995/11
N2 - (-)-Norephedrine and (-)-norpseudoephedrine undergo condensation with a wide variety of 1,2-diketones to yield the corresponding 2-hydroxy-5,6-dihydro-2H-1,4-oxazines with high regio- and stereoselectivity. The X-ray structure analysis of five of the compounds studied shows that the stereochemistry at the newly formed stereogenic center is S in all cases.
AB - (-)-Norephedrine and (-)-norpseudoephedrine undergo condensation with a wide variety of 1,2-diketones to yield the corresponding 2-hydroxy-5,6-dihydro-2H-1,4-oxazines with high regio- and stereoselectivity. The X-ray structure analysis of five of the compounds studied shows that the stereochemistry at the newly formed stereogenic center is S in all cases.
UR - http://www.scopus.com/inward/record.url?scp=0028800230&partnerID=8YFLogxK
U2 - 10.1016/0957-4166(95)00361-R
DO - 10.1016/0957-4166(95)00361-R
M3 - Artículo
SN - 0957-4166
VL - 6
SP - 2715
EP - 2722
JO - Tetrahedron Asymmetry
JF - Tetrahedron Asymmetry
IS - 11
ER -