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Eco-friendly synthesis of 5-hydroxymethylfurfural (HMF) and its application to the Ferrier-rearrangement reaction
ABSTRACT 5-Hydroxymethylfurfural was conveniently synthesized by dehydration of D-fructose in a good yield. To further build bioactive derivatives from 5-hydroxymethylfurfural, 2,3-unsaturated… Expand
A Facile H2SO4-SiO2–Catalyzed Ferrier Rearrangement of 3,4,6-Tri-O-benzyl-d-glucal
Sulfuric acid immobilized on silica gel (H2SO4-SiO2) was used as an efficient and convenient promoter for Ferrier-type rearrangement of 3,4,6-tri-O-benzyl-d-glucal in CH2Cl2, which is a difficult… Expand
FeCl3·6H2O/C: An Efficient and Recyclable Catalyst for the Synthesis of 2,3-Unsaturated O- and S-Glycosides
A novel method for synthesizing 2,3-unsaturated glycosides has been developed using a handy and eco-friendly immobilized catalyst, FeCl3·6H2O/C. A series of 2,3-unsaturated O- and S-glycosides were… Expand
An efficient method for the synthesis of pyranoid glycals.
- Heshan Chen, Ting Xian, +6 authors Jianbo Zhang
- Chemistry, Medicine
- Carbohydrate research
- 5 August 2016
The transformation of protected glycopyranosyl bromides underwent reductive elimination in the presence of zinc dust and ammonium chloride in CH3CN at 30-60 °C made it very applicable in organic synthesis. Expand
TMSOTf mediated stereoselective synthesis of α-C-glycosides from unactivated aryl acetylenes
- Heshan Chen, Xiaosheng Luo, Saifeng Qiu, Weng-Jie Sun, Jianbo Zhang
- Chemistry, Medicine
- Glycoconjugate Journal
- 1 February 2017
A metal free and highly stereoselective procedure for the synthesis of 2,3-unsaturated-C-glycosides has been developed between glycals and unactivated aryl acetylenes in the presence of TMSOTf… Expand
Ferric Chloride: An Eco-friendly Catalyst for the Stereoselective Synthesis of 2-Deoxy Aryl-O-Rhamnosides
A facile and direct O -glycosylation method for the stereoselective synthesis of 2,6-dideoxy α- O -aryl-glycosides has been described using an eco-friendly catalyst, ferric chloride (FeCl 3 ). The… Expand
The asymmetric unit of the title compound, C23H23ClN4OS, contains two crystallographically independent molecules in which the orientations of the propylamine group and chlorophenyl rings with… Expand
In the title compound, C25H26N4O2S, the central tricyclic system is essentially planar. The crystal stacking is governed mainly due to π–π interactions.
A Facile H2SO4—SiO2‐Catalyzed Ferrier Rearrangement of 3,4,6‐Tri‐O‐benzyl‐D‐glucal
FeCl3·6H2O/C: An Efficient and Recyclable Catalyst for the Synthesis of 2,3-Unsaturated O-and S-Glycosides.
FeCl3·6H2O/C is used as catalyst for the synthesis of 35 2,3-unsaturated O-and S-glycosides.