A number of cyclic derivatives of 3-amino-2,4-dihydroxybutanoic acid are known in the literature but they are often prepared from other cyclic precursors. This study showed that the title compound too may serve as a convenient substrate for cyclization reactions. Using orthogonally-protected linear derivatives, regioselective cyclizations were performed, leading to original and highly-functionalized γ-lactones, oxazolidinones, oxazolines and aziridines. In these reactions a key role was played by the C3 nitrogen group function, while the C2 alcohol function showed no propensity for participation in cyclization reactions.

3-amino-2,4-dihydroxybutanoic acid serves as a convenient substrate for cyclization reactions, leading to highly-functionalized -lactones, oxazolidinones, oxazolines, and aziridines, with the C3 nitrogen group playing a

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Studies on cyclization reactions of 3-amino-2,4-dihydroxybutanoic acid derivatives.

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