Synthesis of substituted aziridine from (1S, 2S)-2-amino-1-(4-nitrophenyl)-1,3-propanediol |
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Authors: | Yang Shao-rong Hu Xian-ming Liu Jun Shu Jia-you Feng Dai-jun Huang Jin-xia |
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Affiliation: | (1) College of Chemistry and Environmental Science, Wuhan University, 430072 Wuhan, China;(2) College of Chemistry, Hubei University, 430062 Wuhan, China |
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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. 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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Keywords: | aziridines synthesis chloramphenicol |
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