Ionic liquids as phase transfer catalysts: Enhancing the biphasic extractive epoxidation reaction for the selective synthesis of β-O-glycosides

TETRAHEDRON LETTERS

卷:58

Article

Santiago, Cintia C.¹  Lafuente, Leticia¹  Bravo, Rodolfo¹  Diaz, Gisela¹  Ponzinibbio, Agustin¹ 

[1] Univ Nacl La Plata, Lab Estudio Compuestos Organ LADECOR, Dept Quim, Fac Ciencias Exactas, RA-1900 La Plata, Buenos Aires, Argentina

关键词: Ionic liquids;    Phase transfer catalysis;    beta-O-glycosides;    Oxone;    Epoxidation;   

DOI  :  10.1016/j.tetlet.2017.08.033

来源: Elsevier

【 摘 要 】

Ionic liquids promoted the direct epoxidation of glycals acting as PTC. 1,2-anhydrosugars were prepared by the oxidation of glycals under biphasic conditions with dimethydioxirane generated in situ from oxonelacetone and amphiphilic IL's as catalysts. beta-O-glycosides were synthesized in good yields by the nucleophilic ring opening of epoxy carbohydrate derivatives. Also, 3,4,6-benzyl protected carbohydrates and beta-N-glycosides could be prepare by this method. (C) 2017 Elsevier Ltd. All rights reserved.

【 授权许可】

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