A novel synthesis of amino-1,2-oxazinones as a versatile synthon for beta-amino acid derivatives.
The radical addition-cyclisation of alpha, beta-unsaturated hydroxamates containing an oxime ether provides a novel method for the stereoselective synthesis of amino-1,2-oxazinones. Its synthetic utility is demonstrated by a stereoselective synthesis of beta-amino acid derivatives, such as alpha-alkyl-beta-amino-gamma-lactone and alpha,beta-disubstituted beta-lactam.
Miyata
Okiko
O
Kobe Pharmaceutical University, Motoyamakita, Higashinada, Kobe 658-8558, Japan.
Namba
Megumi
M
Ueda
Masafumi
M
Naito
Takeaki
T
D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D015394:Molecular Structure; D010078:Oxazines / Q000138:chemical synthesis*; D013237:Stereoisomerism
D000596:Amino Acids; D010078:Oxazines