Abstract
The synthesis of syn N-acetyl-hydroxyleucine methyl ester is reported through the ring expansion of aziridine-2-imides to oxazoline-4-imides. The key steps of the synthesis are the 1,4-addition of O-benzylhydroxylamine to unsaturated imides, promoted by Lewis acids, and the regio- and stereoselective ring expansion of trans-aziridines to trans-oxazolines.
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