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Esters phosphoriques cycliques ou non cycliques de quelques O-isopropylidène-1,2-α-D-pentofurannoses. Communication préliminaire

✍ Scribed by Jean M. J. Tronchet; Jean-Richard Neeser; Etienne J. Charollais

Publisher: John Wiley and Sons
Year: 1977
Tongue: German
Weight: 208 KB
Volume: 60
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19770600129

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✦ Synopsis

Cyclic and acyclic phosphate esters of some 1,2‐O‐isopropylidene‐α‐D‐pentofuranoses

When treated with monophenyl phosphorodichloridate, 1,2‐O‐isopropylidene‐α‐D‐xylofuranose gave the two possible, isolable isomers of the corresponding 3,5‐cylic phenylphosphate. Upon phosphorylation of the same sugar derivative using bis (2,2,2‐trichloroethyl) phosphorochloridate only one isomer was formed. The same situation obtained when preparing 1,2‐O‐isopropylidene‐α‐D‐ribofuranose‐3,5‐cyclic phenylphosphate. The synthesis of a new kind of sugar phosphate with a branched‐chain unsaturated sugar moiety namely the trans‐3‐deoxy‐3‐C‐cyanomethylene‐1,2‐O‐isopropylidene‐D‐erytho‐pentofuranose 5‐bis(2,2,2‐trichloroethyl) phosphate is also described.

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✍ J. M. J. Tronchet; J. M. Bourgeois; Mlle Y. Suard 📂 Article 📅 1972 🏛 John Wiley and Sons 🌐 German ⚖ 205 KB

## Abstract Treatment of 3‐deoxy‐1, 2:5, 6‐di‐O‐isopropylidène‐3C‐méthylene‐α‐D‐ribo‐hexofuranose with aromatic nitrile oxides led to __spiro__‐Δ~2~‐isoxazolines, whereas a Δ~1~‐pyrazoline was obtained by reacting the same C‐methylenic sugar with diazomethane. Properties of these compounds, a new c