Journal ArticleDOI
Ultrasonic assisted Fischer glycosylation: generating diversity for glycochemistry
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TLDR
In this study ultrasound has been utilised for the Fischer glycosylation using free sugars and sulphuric acid immobilized on silica as catalyst, with the production of the α-glycopyranoside as the dominant product.Abstract:
In this study ultrasound has been utilised for the Fischer glycosylation using free sugars and sulphuric acid immobilized on silica as catalyst. N-acetyl-d-glucosamine, N-acetyl-d-galactosamine, d-glucose, d-galactose, d-mannose, l-fucose, and lactose were glycosylated with propargyl alcohol or 2-azidoethanol affording the corresponding glycosides, with the production of the α-glycopyranoside as the dominant product. Remarkable acceleration of the glycosylation reactions (15 min–2 h compared to several hours) over reported procedures together with good yields were always observed.read more
Citations
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Journal ArticleDOI
1,2-cis Alkyl glycosides: straightforward glycosylation from unprotected 1-thioglycosyl donors
TL;DR: In order to quickly develop optimum glycosylation conditions, an FIA (flow injection analysis)-ESI-TOF-MS method was developed that enabled rapid and quantitative evaluation of yield on small scale and allowed for rapid evaluation of the overall reactions.
Journal ArticleDOI
Diazo transfer for azido-functional surfaces
TL;DR: An innovative, novel strategy for azido functionalization of polymeric materials, coupling plasma technology and solution processed diazo transfer reactions, which allows the azido group to be introduced downstream of the material preparation, thus preserving its physicochemical and mechanical characteristics.
Book ChapterDOI
Perspective on the transformation of carbohydrates under green and sustainable reaction conditions
Anshupriya Si,Anup Kumar Misra +1 more
TL;DR: A review on the transformation of carbohydrates into various types of compounds under green and sustainable reaction conditions is presented in this paper, which is broadly divided into two parts: the first part compiles several reports on the chemical transformations of carbohydrates in green solvents, such as water, room temperature ionic liquids (RTILs), supercritical fluids (SCFs), deep eutectic solvent (DESs), and fluorous solvanents.
Journal ArticleDOI
Chemo-enzymatic approach to access diastereopure α-substituted GlcNAc derivatives
TL;DR: The chemical synthesis of diastereomeric α/β-substituted GlcNAc derivatives under non-anhydrous atmosphere using unprotected Gl cNAc is reported, followed by a selective enzymatic hydrolysis step using a bacterial N-acetyl-hexosaminidase to provide only α- substituting Glc NAc.
Journal ArticleDOI
Surfactant-mediated thioglycosylation of 1-hydroxy sugars in water.
TL;DR: Dehydrative glycosylations between 1-hydroxy furanosyl/pyranosyl sugars and primary, secondary, and tertiary aliphatic/aromatic thiols in the presence of dodecyl benzenesulfonic acid provided the thioglycoside products in moderate to good yields and Microwave irradiation led to improvements in the yields and a shortening of the reaction time.
References
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