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Journal ArticleDOI

A new ferrier system: 2-C-acetoxymethylglycals. A covenient entry to 2-C-methylene glycosides

C. Booma, +1 more
- 01 Jan 1993 - 
- Iss: 18, pp 1394-1395
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TLDR
In this paper, the synthesis of tri-O-benzyl-2-C-acetoxymethyl glycals and subsequent Ferrier rearangement to give 2C-methylene glycosides is described.
Abstract
Syntheis of tri-O-benzyl-2-C-acetoxymethylglycals and subsequent Ferrier rearangement to give 2-C-methylene glycosides is described.

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References
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Journal ArticleDOI

Nucleosides and nucleotides. 97. Synthesis of new broad spectrum antineoplastic nucleosides, 2'-deoxy-2'-methylidenecytidine (DMDC) and its derivatives.

TL;DR: DMDC as well as 2'-deoxy-2'-methylidene-5-fluorocytidine (19a) showed potent antileukemic activity against murine L 1210 cells in culture and in vivo antitumor activity of DMDC against L1210 was also described.
Journal ArticleDOI

Synthesis of alkyl 4,6-di-o-acetyl-2,3-dideoxy-α-d-threo-hex-2- enopyranosides from 3,4,6-tri-o-acetyl-1,5-anhydro-2-deoxy- d-lyxo-hex-1-enitol (3,4,6-tri-o-acetyl-d-galactal)

TL;DR: In this article, Stannic chloride-catalysis was used for rearrangement of 3,4,6-tri-O -acetyl-1,5-anhydro-2-deoxy-d -hex-l-enitol.
Journal ArticleDOI

The reactions of nitrosyl chloride and dinitrogen tetroxide with acetylated glycals. Acetylated 2-deoxy-2-nitroso-α-D-hexopyranosyl chlorides and nitrates and acetylated 2-nitroglycals

TL;DR: In this paper, the mechanisms of these reactions are discussed and a high degree of stereospecificity is obtained for dimeric 1,2-cis-2,deoxy-2-nitroso-α-D-aldopyranosyl chlorides.
Journal ArticleDOI

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

TL;DR: A short and straightforward route has been accomplished for the synthesis of C-2-formyl glycals by a Vilsmeier-Haack reaction of glycals.
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