Journal ArticleDOI
Vilsmeier-haack reactoin of glycals-a short route to C-2-formyl glycals☆
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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
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One step C-acylation of glycals and 2-deoxy-hexopyranoses at C-2
TL;DR: In this article, a simple method has been developed for synthesizing previously unknown 2-C -acyl glycals, which can also be prepared in a single step from 1- O -acetyl- and 1 - O -silyl-2-deoxy-hexopyranoses.
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TEMPO-Catalyzed Oxidation of 3- O-Benzylated/Silylated Glycals to the Corresponding Enones Using a PIFA-Water Reagent System.
TL;DR: A simple, highly efficient and regiospecific method for the direct conversion of 3- O-benzylated as well as silylated glycals into the corresponding enones has been developed using PIFA-TEMPO and water reagent system.
Journal ArticleDOI
A convenient synthesis of carbohydrate derived furo/pyrano[2,3-b]pyrans from 2-hydroxymethyl glycals
Sudharani Chalapala,Ramakrishna Bandi,Venkatesh Bhumireddy Chinnachennaiahgari,Ramu Sridhar Perali +3 more
TL;DR: In this article, an efficient method for the stereoselective synthesis of various linearly fused bicyclic acetals using 2-hydroxymethyl glycals, involving Ferrier type rearrangement and ring-closing metathesis as the key steps, is revealed.
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Stereoselective synthesis of a ketohexofuranose from an aldohexopyranose by a [6+1−1] strategy
TL;DR: This methodology allows specific deuteration at C-1 of a protected D-fructofuranose derivative and could serve as [6+1-1] formulation for hexose series inter-conversion, that is, aldohexopyranose to ketohex ofuranose.
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Stereoselective Synthesis of C‐2‐Methylene and C‐2‐Methyl α‐ and β‐C‐Glycosides from 2‐C‐Branched Glycals: Formal Total Synthesis of (–)‐Brevisamide
TL;DR: In this article, the stereoselective synthesis of deoxy C-glycoside derivatives that have a methylene or methyl group at C-2 position was investigated by employing the Claisen rearrangement of 2-vinyloxy methyldeoxy-glycals as the synthetic precursors.
References
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C-glycoside synthesis by palladium-mediated glycal-aglycon coupling reactions
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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
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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.
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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.
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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.
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