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Practical, efficient synthesis of N-mono-substituted β-amino tertiary thiols via reductive ring-opening of 3-thiazolines

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Abstract

An efficient synthesis of N-mono-substituted β-amino tertiary thiols by reductive ring-opening of 3-thiazolines, obtained by use of the Asinger reaction, is described. This synthesis be regarded as a complementary approach for aminolytic ring-opening of thiiranes.

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Notes

  1. Data for 3-thiazolines related to 3: 1H NMR (CDCl3): 1.56 (s, 6H, C (CH3)2), 1.67 (s, 6H, C(CH3)2), 6.90 (s, H, =CH); related to 5: 1H NMR (CDCl3): 1.57 (s, 6H, C(CH3)2), 5.50 (s, 1H, CH), 7.26 (s, 1H, =CH), 7.46–7.52 (m, 5H, Ph–H)

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Authors and Affiliations

  1. Department of Pharmaceutical Engineering, Hubei University of Technology, Wuhan, 430068, Hubei, China

    Song Xin, Zhang Dengfeng & Su Jiangtao

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  1. Song Xin
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  2. Zhang Dengfeng
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  3. Su Jiangtao
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Correspondence to Su Jiangtao.

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Xin, S., Dengfeng, Z. & Jiangtao, S. Practical, efficient synthesis of N-mono-substituted β-amino tertiary thiols via reductive ring-opening of 3-thiazolines. Res Chem Intermed 39, 767–770 (2013). https://doi.org/10.1007/s11164-012-0705-8

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  • DOI: https://doi.org/10.1007/s11164-012-0705-8

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