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A new highly convergent entry to densely functionalized aziridines based on the Ugi reaction

, : A new highly convergent entry to densely functionalized aziridines based on the Ugi reaction. QSAR and Combinatorial Science 25(5-6): 457-460

The products of an Ugi-4CR employing lactate-derived O-protected alpha-hydroxycarbonyl derivatives underwent, during the subsequent O-deprotection reaction, an unexpected acyl migration from nitrogen to oxygen. After ester saponification, treatment of the resulting alpha-aminoalcohol with mesyl chloride gave rise to a regioselective and stereospecific cyclization to give a series of highly functionalized aziridines in good overall yield.


DOI: 10.1002/qsar.200540192

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