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Synthesis of Deoxyglycosides by Desulfurization under UV Light.
J Org Chem. 2017 07 07; 82(13):7008-7014.JO

Abstract

This study was performed to develop a highly efficient method whereby desulfurization could be completed in 0.5 h under ultraviolet light, at room temperature, and in the presence of trialkylphosphine. Using this method, deoxyglycosides could be produced from sulfur-containing glycosides in almost quantitative yields. The much higher reactivity of desulfurization with triethylphosphine versus that with triethylphosphite is also discussed.

Authors+Show Affiliations

Key Laboratory of Material Chemistry for Energy Conversion and Storage, Ministry of Education, School of Chemistry & Chemical Engineering, Huazhong University of Science & Technology , Luoyu Road 1037, Wuhan 430074, P.R. China.Key Laboratory of Material Chemistry for Energy Conversion and Storage, Ministry of Education, School of Chemistry & Chemical Engineering, Huazhong University of Science & Technology , Luoyu Road 1037, Wuhan 430074, P.R. China.Key Laboratory of Material Chemistry for Energy Conversion and Storage, Ministry of Education, School of Chemistry & Chemical Engineering, Huazhong University of Science & Technology , Luoyu Road 1037, Wuhan 430074, P.R. China.Key Laboratory of Material Chemistry for Energy Conversion and Storage, Ministry of Education, School of Chemistry & Chemical Engineering, Huazhong University of Science & Technology , Luoyu Road 1037, Wuhan 430074, P.R. China.Key Laboratory of Material Chemistry for Energy Conversion and Storage, Ministry of Education, School of Chemistry & Chemical Engineering, Huazhong University of Science & Technology , Luoyu Road 1037, Wuhan 430074, P.R. China.

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

28598624

Citation

Ge, Jian-Tao, et al. "Synthesis of Deoxyglycosides By Desulfurization Under UV Light." The Journal of Organic Chemistry, vol. 82, no. 13, 2017, pp. 7008-7014.
Ge JT, Li YY, Tian J, et al. Synthesis of Deoxyglycosides by Desulfurization under UV Light. J Org Chem. 2017;82(13):7008-7014.
Ge, J. T., Li, Y. Y., Tian, J., Liao, R. Z., & Dong, H. (2017). Synthesis of Deoxyglycosides by Desulfurization under UV Light. The Journal of Organic Chemistry, 82(13), 7008-7014. https://doi.org/10.1021/acs.joc.7b00896
Ge JT, et al. Synthesis of Deoxyglycosides By Desulfurization Under UV Light. J Org Chem. 2017 07 7;82(13):7008-7014. PubMed PMID: 28598624.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Synthesis of Deoxyglycosides by Desulfurization under UV Light. AU - Ge,Jian-Tao, AU - Li,Ying-Ying, AU - Tian,Jun, AU - Liao,Rong-Zhen, AU - Dong,Hai, Y1 - 2017/06/16/ PY - 2017/6/10/pubmed PY - 2017/6/10/medline PY - 2017/6/10/entrez SP - 7008 EP - 7014 JF - The Journal of organic chemistry JO - J. Org. Chem. VL - 82 IS - 13 N2 - This study was performed to develop a highly efficient method whereby desulfurization could be completed in 0.5 h under ultraviolet light, at room temperature, and in the presence of trialkylphosphine. Using this method, deoxyglycosides could be produced from sulfur-containing glycosides in almost quantitative yields. The much higher reactivity of desulfurization with triethylphosphine versus that with triethylphosphite is also discussed. SN - 1520-6904 UR - https://www.unboundmedicine.com/medline/citation/28598624/Synthesis_of_Deoxyglycosides_by_Desulfurization_under_UV_Light_ L2 - https://dx.doi.org/10.1021/acs.joc.7b00896 DB - PRIME DP - Unbound Medicine ER -
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