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Synthesis of substituted aziridine from (1S, 2S)-2-amino-1-(4-nitrophenyl)-1,3-propanediol

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Wuhan University Journal of Natural Sciences

Abstract

(2S, 3R)-2-acetooxymethanyl-3-(P-nitrophenyl)-N-tosylaziridine 5 was synthesized from (1S, 2S)-2-amino-1-(4-nitrophenyl)-1, 3-propanediol 1 in four steps with a 24.8% overall yield. This reaction is stereospecific and occurs an expectable configuration inversion at α-carbon atom of benzyl group. The structure of substituted aziridine was determined on FT-IR, NMR, MS and so on.

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Foundation item: Supported by the science and technology fund of Wuhan city (No: 996001016G).

Biography: Yang Shao-rong (1974-), female, M. S. research direction: asymmetric synthesis.

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Shao-rong, Y., Xian-ming, H., Jun, L. et al. Synthesis of substituted aziridine from (1S, 2S)-2-amino-1-(4-nitrophenyl)-1,3-propanediol. Wuhan Univ. J. Nat. Sci. 5, 345–347 (2000). https://doi.org/10.1007/BF02830153

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  • DOI: https://doi.org/10.1007/BF02830153

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