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Journal ArticleDOI

Vilsmeier-haack reactoin of glycals-a short route to C-2-formyl glycals☆

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.

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Citations
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Book ChapterDOI

Synthesis and reactions of unsaturated sugars.

TL;DR: This chapter surveys the chemistry of most of the important types of monosaccharide derivatives that contain single alkene groups—notably, the glycols that are extremely valuable starting materials for a vast range of synthetic transformations.
Journal ArticleDOI

Synthesis and evaluation of pyrazolo[3,4-b]pyridines and its structural analogues as TNF-α and IL-6 inhibitors

TL;DR: Three different series of pyrazolo[3,4-b]pyridines and their structural analogues are synthesized using novel synthetic strategy involving one-pot condensation of 5, 6-dihydro-4H-pyran-3-carbaldehyde/2-formyl-3, 4,6-tri-O-methyl-D-glucal/chromone-3
Journal ArticleDOI

2‐C‐Formyl Glycals: Emerging Chiral Synthons in Organic Synthesis

TL;DR: In this article, a new class of 2-C-formyl glycals, incorporating an α,β-unsaturated carbonyl system, have been proposed as potential synthons for numerous organic transformations.
Journal ArticleDOI

The particular sensitivity of silyl ethers of D-glucal toward two Vilsmeier-Haack reagents POCl3.DMF and (CF3SO2)2O.DMF. Their unique and selective conversion to the corresponding C(6)-O-formates.

TL;DR: The two electrophilic Vilsmeier-Haack reagents POCl3.DMF 2 or (CF3SO2)2O mediate the one-step and selective conversion of O-triethylsilyl (O-TES), O-tert-butyldimethylsallyl ( O-TBDMS, O- tert- butyldiphenylsilyL (O)-TBDPS, and O- triisop
Journal ArticleDOI

Facile Aza‐Claisen Rearrangement of Glycals: Application in the Synthesis of 1‐Deoxy‐L‐iminosugars

TL;DR: In this paper, a facile aza-Claisen rearrangement was used to obtain 2-C-Methylene-N-glycosyl amides from 2-(hydroxymethyl) glycals.
References
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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

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.
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