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Synthesis and evaluation of C-glycosides as hydrotropes and solubilizing agents

Synthesis and evaluation of C-glycosides as hydrotropes and solubilizing agents
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摘要 This work presents expeditious synthesis of C-glycoside amphiphiles in aqueous media from unprotected di-or mono-saccharides.A Horner-Wadsworth-Emmons/Michael addition/Barbier allylation sequence led to C-glycosides that exhibit hydrotropic properties.The hydrotropic and solubilizing properties of these homoallylic alcohols including a β-C-glycoside moiety as well as additional β-C-glycosidic ketones with a short(C7) alkyl chain are also described and compared with those of commercial O-glucoside references. This work presents expeditious synthesis of C-glycoside amphiphiles in aqueous media from unprotected di-or mono-saccharides.A Horner-Wadsworth-Emmons/Michael addition/Barbier allylation sequence led to C-glycosides that exhibit hydrotropic properties.The hydrotropic and solubilizing properties of these homoallylic alcohols including a β-C-glycoside moiety as well as additional β-C-glycosidic ketones with a short(C7) alkyl chain are also described and compared with those of commercial O-glucoside references.
出处 《Science China Chemistry》 SCIE EI CAS 2010年第9期1957-1962,共6页 中国科学(化学英文版)
基金 the ANRT (Association Nationale de la Recherche et de la Technologie) and the Armor Protéines Company for a grant to AR and for funding
关键词 C-GLYCOSIDE amphiphiles Horner-Wadsworth-Emmons reaction Barbier ALLYLATION green CHEMISTRY HYDROTROPES C-glycoside amphiphiles Horner-Wadsworth-Emmons reaction Barbier allylation green chemistry hydrotropes
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参考文献15

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