Asymmetric synthesis of chiral 4-substituted 5,5-diethyl oxazolidin-2-ones as potential effective chiral auxiliaries.
Four new chiral 4-substituted 5,5-diethyl oxazolidin-2-ones (5a-5d) as potential effective chiral auxiliaries were synthesized from readily available amino acids via asymmetric etherification, Boc protection, Grignard reaction and cyclization reactions in four steps with overall yields of 50-60%.
Li
J-F
JF
Department of Applied Chemistry, Center for Advanced Studies of Medicinal and Organic Chemistry, Yunnan University, Kunming 650091, China.
Yang
R
R
Nie
L
L
Yang
L-J
LJ
Huang
R
R
Lin
J
J
D003500:Cyclization; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D023303:Oxazolidinones / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D023303:Oxazolidinones