Efficient and regioselective synthesis of 5-hydroxy-2-isoxazolines: versatile synthons for isoxazoles, beta-lactams, and gamma-amino alcohols.
An efficient and highly regioselective protocol was developed for the preparation of 5-hydroxy-2-isoxazolines, which have been proved to be versatile synthons for isoxazles, beta-hydroxy oximes, and gamma-amino alcohols. Beta-lactams, commonly embedded in the skeletons of bioactive natural products, were also synthesized in two steps from beta-hydroxy oximes, providing a new strategy for the synthesis of this kind of compounds.
State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, Lanzhou 730000, People's Republic of China.
Shibing
S
Tang
Jinmei
J
He
Yongquan
Y
Sun
Liuer
L
He
Xuegong
X
She
D000605:Amino Alcohols / Q000737:chemistry*; D003198:Computer Simulation; D006900:Hydroxylation; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010081:Oxazolone / Q000737:chemistry*; D013237:Stereoisomerism; D013816:Thermodynamics; D047090:beta-Lactams / Q000737:chemistry*
D000605:Amino Alcohols; D007555:Isoxazoles; D047090:beta-Lactams; D010081:Oxazolone