Journal ArticleDOI
Vilsmeier-haack reactoin of glycals-a short route to C-2-formyl glycals☆
Reads0
Chats0
TLDR
A short and straightforward route has been accomplished for the synthesis of C-2-formyl glycals by a Vilsmeier-Haack reaction of glycals.About:
This article is published in Tetrahedron Letters.The article was published on 1991-07-29. It has received 52 citations till now. The article focuses on the topics: Glycal.read more
Citations
More filters
Journal ArticleDOI
Mitsunobu reaction of 1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-2-hydroxymethyl-hex-1-enitols and 1,5-anhydro-2-deoxy-4,6-O-protected-hex-1-enitols. A novel method for the synthesis of 2-C-methylene glycosides and an useful alternative to Ferrier rearrangement
TL;DR: In this paper, a simple and convenient method for the synthesis of aryl-3,4,6-tri-O-benzyl-2-deoxy-methylene-hexopyranosides 5,6 and 7, glycosides which are not accessible by the conventional Ferrier rearrangement, has been described based on the Mitsunobu reaction of alcohols 3 and 4 with substituted phenols.
Journal ArticleDOI
An improved synthesis of pyrimidine- and pyrazole-based acyclo-C-nucleosides as carbohybrids
TL;DR: In this paper, the synthesis of pyrimidine and pyrazole-based acyclo-C-nucleosides as carbohybrid was optimized and developed.
Journal ArticleDOI
Synthesis of Dihydroxymethyl Dihydroxypyrrolidines and Steviamine Analogues from C-2 Formyl Glycals
TL;DR: The newly synthesized molecules have been evaluated for glycosidase inhibition against 6 commercially available enzymes and found to be active in the micromolar range, where one of the steviamine analogues showed good and selective inhibition of β-mannosidase (Helix pomatia).
Journal ArticleDOI
Stereospecific intramolecular formyl transfer via radical cyclization-fragmentation: Preparation of alkyl 2-deoxy-2α-formylglucopyranosides and similar compounds
Michael E. Jung,S.W.Tina Choe +1 more
TL;DR: In this paper, an efficient synthesis of alkyl 2-deoxy-2α-formylglucopyranosides is described, which involves a novel stereospecific intramolecular formyl transfer via a radical cyclization-fragmentation process in good yield.
Journal ArticleDOI
Rapid and efficient synthesis of optically active pyrazoles under solvent-free conditions
TL;DR: In this article, 2-Formyl glycals undergo rapid condensation with arylhydrazines under solvent-free conditions to give the corresponding optically pure 4-substituted pyrazoles in good yields with high selectivity.
References
More filters
Journal ArticleDOI
C-glycoside synthesis by palladium-mediated glycal-aglycon coupling reactions
Journal ArticleDOI
Die Konstitution der Lycotetraose
TL;DR: The Tetrasaccharid Lycotetraose, das im Tomatin with Tomatidin verknupft ist, lies sich strukturell aufklaren, indem 1. Tomatin, 2. Glykosid (β 1-Tomatin) and 3. das xylosefreie Trisaccharide Triscarid (Lycotriose), letzteres nach katalytischer Hydrierung zum Lycotriit, with Methyljodid and Silber
Journal ArticleDOI
Studies on unsaturated sugars with particular reference to the synthesis of 6-Deoxy-6-fluoro derivatives
TL;DR: Three fluoro-substituted unsaturated sugars have been synthesized by transformations within the D-glucal and ethyl 2,3-dideoxy-α-D-erythro-hex-2-enopyranoside series.
Journal ArticleDOI
The preparation of C-arylglycals. The palladium-catalyzed coupling of 3,4,6-tri-O-(tert-butyldimethylsilyl)-1-(tributylstannyl)-D-glucal and aryl bromides
Richard Friesen,Claudio Sturino +1 more
TL;DR: The palladium-catalyzed couplings of the protected 1-(tributylstannyl)-D-glucal 1 and substituted aryl bromides provide the corresponding C-arylglucals and a dimer as mentioned in this paper.
Journal ArticleDOI
A Rapid Route to Hex-1-enopyran-3-uloses
TL;DR: In this article, it was shown that triacetyl glucal can be converted to 6-O-triphenylmethyl ether or 6 O-benzoyl ester to promote solubility in chloroform, and the derivatives are oxidized in that solvent in 12 h or less.
Related Papers (5)
A new ferrier system: 2-C-acetoxymethylglycals. A covenient entry to 2-C-methylene glycosides
C. Booma,K. K. Balasubramanian +1 more