TY - JOUR
T1 - Syntheses and characterization of new (2S)‐2‐hydroxy‐1,4‐oxazin‐3‐ones derived from β‐aminoalcohols
AU - Mancilla, Teresa
AU - De Jesus Rosales, Ma
AU - García‐Baez, Efren V.
AU - Carrillo, Lourdes
PY - 1995
Y1 - 1995
N2 - The reactions of methyl glyoxylate hemiacetal 1 with 2‐(methylamino)ethanol 2, (1R,2S)‐(–)‐ephedrine 3 and (1S,2S)‐(+)‐pseudoephedrine 4 provide the (2S)‐2‐hydroxy‐1,4‐oxazin‐3‐ones 2a, 3a, 4a in good yield. They were characterized by 1H, 13C, NMR, and infrared and mass spectroscopy. The structures of 2a and 3a were established by X‐ray diffraction. The configuration of C2 (S) is demonstrated by 1H NMR data and confirmed for compounds 2a and 3a by single‐crystal X‐ray diffraction studies. © John Wiley & Sons, Inc.
AB - The reactions of methyl glyoxylate hemiacetal 1 with 2‐(methylamino)ethanol 2, (1R,2S)‐(–)‐ephedrine 3 and (1S,2S)‐(+)‐pseudoephedrine 4 provide the (2S)‐2‐hydroxy‐1,4‐oxazin‐3‐ones 2a, 3a, 4a in good yield. They were characterized by 1H, 13C, NMR, and infrared and mass spectroscopy. The structures of 2a and 3a were established by X‐ray diffraction. The configuration of C2 (S) is demonstrated by 1H NMR data and confirmed for compounds 2a and 3a by single‐crystal X‐ray diffraction studies. © John Wiley & Sons, Inc.
UR - http://www.scopus.com/inward/record.url?scp=84987505910&partnerID=8YFLogxK
U2 - 10.1002/hc.520060620
DO - 10.1002/hc.520060620
M3 - Artículo
SN - 1042-7163
VL - 6
SP - 605
EP - 609
JO - Heteroatom Chemistry
JF - Heteroatom Chemistry
IS - 6
ER -