Asymmetric Synthesis of All Stereoisomers of alpha-Methylthreonine Using an Organocatalytic Steglich Rearrangement Reaction as a Key Step

[摘要]：An efficient synthetic route to all four stereoisomers of alpha-methylthreonine has been established. Each type of stereoisomer has been isolated in diastereomerically pure form and with an enantiomeric excess of at least 86% ee. The key step in this multi-step synthesis is an enantioselective organocatalytic Steglich rearrangement reaction of O-acetylated azlactones. The Steglich rearrangement was also extended to other substrates.

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