One-step synthesis of oxazoline and dihydrooxazine libraries.
The reactions of 1,2- and 1,3-hydroxyalkyl azides and aldehydes in the presence of Lewis acid result in the one-step construction of oxazolines and dihydrooxazines, respectively. The reaction was adapted to parallel synthesis using a polymer-bound phosphine to scavenge excess hydroxyalkyl azide. Thus, a 60-member library of various disubstituted oxazolines and di- and trisubstituted dihydrooxazines was generated.
Chaudhry
Priyanka
P
Department of Medicinal Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045, USA.
Schoenen
Frank
F
Neuenswander
Benjamin
B
Lushington
Gerald H
GH
Aubé
Jeffrey
J
D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D015394:Molecular Structure; D010078:Oxazines / Q000138:chemical synthesis* / Q000737:chemistry; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D010078:Oxazines; D010080:Oxazoles