Literature DB >> 12791287

An efficient and selective method for preparing glycosyl sulfoxides by oxidizing glycosyl sulfides with OXONE or t-BuOOH on SiO2.

Ming-Yi Chen1, Laxmikant Narhari Patkar, Hui-Ting Chen, Chun-Cheng Lin.   

Abstract

Silica gel adsorbed with OXONE or t-BuOOH was used as a mild oxidant to selectively oxidize glycosyl sulfides to corresponding sulfoxides in good yields and without sulfones formation. This method was also found compatible with various other functional groups in the glycosides.

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Year:  2003        PMID: 12791287     DOI: 10.1016/s0008-6215(03)00164-2

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  3 in total

1.  Synthesis and use of sulfonamide-, sulfoxide-, or sulfone-containing aminoglycoside-CoA bisubstrates as mechanistic probes for aminoglycoside N-6'-acetyltransferase.

Authors:  Feng Gao; Xuxu Yan; Omar Zahr; Aaron Larsen; Kenward Vong; Karine Auclair
Journal:  Bioorg Med Chem Lett       Date:  2008-09-06       Impact factor: 2.823

2.  An armed-disarmed approach for blocking aglycon transfer of thioglycosides.

Authors:  Zhitao Li; Jeffrey C Gildersleeve
Journal:  Tetrahedron Lett       Date:  2007-01-22       Impact factor: 2.415

3.  Urea-hydrogen peroxide prompted the selective and controlled oxidation of thioglycosides into sulfoxides and sulfones.

Authors:  Adesh Kumar Singh; Varsha Tiwari; Kunj Bihari Mishra; Surabhi Gupta; Jeyakumar Kandasamy
Journal:  Beilstein J Org Chem       Date:  2017-06-13       Impact factor: 2.883

  3 in total

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