A novel synthesis of amino-1,2-oxazinones as a versatile synthon for beta-amino acid derivatives.

Authors :: Miyata O
Namba M
Ueda M
Naito T
Source :: Organic & biomolecular chemistry [Org Biomol Chem] 2004 May 07; Vol. 2 (9), pp. 1274-6. Date of Electronic Publication: 2004 Apr 14.
Publication Year :: 2004
Abstract: 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.

Subjects :: Amino Acids chemistry
Cyclization
Molecular Structure
Stereoisomerism
Amino Acids chemical synthesis
Oxazines chemical synthesis

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