Nous adressons nos remerciements au Professeur A . Buchs (Centre de SpectromCtrie de Masse, UniversitC de Genhve) pour l'enregistrement des spectres et l'aide qu'il nous a apportds clans leur interpr&ation, ainsi qu'i Mme le Docteur M . Thomasset (Laboratoire du MCtabolisine dcs Mddicaments) pour la
Préparation de phosphonates de sucres ramifiés par addition nucléophile conjuguée. Communication préliminaire
✍ Scribed by Jean M. J. Tronchet; Jean-Richard Neeser; Luis Gonzalez; Etienne J. Charollais
- Publisher
- John Wiley and Sons
- Year
- 1979
- Tongue
- German
- Weight
- 173 KB
- Volume
- 62
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
Preparation of unsaturated sugars phosphonates using nucleophilic conjugate addition
Different types of phosphorus nucleophiles underwent conjugate addition reaction with one of the branched‐chain sugars 4, 5 or 11 the addition taking place either on the endo or the exo face of the furanose ring (or on both faces in the case of 11). The configuration at C(3) of these new phosphorus‐bearing types of sugars as well as the configuration at the phosphorus atom of the cyclic phosphinates 9 and 10 was established by NMR. (^3^J~P,H–C(2)~, ^3^J~P,C(1)~). Small amounts (7%) of the spiro enol phosphonate 16 were formed when 11 reacted with trimethyl phosphite.
📜 SIMILAR VOLUMES
## Abstract When treated with cyanide ion, 1,2:5,6‐di‐O‐isopropylidene‐α‐~D~‐__ribo__‐hexofuranos‐3‐ulose yields one or the other of the two corresponding epimeric cyanhydrines, depending on the experimental conditions. One of these epimers, reacted with ammonium cyanide, yields the corresponding a
Une communication plus detaillee paraitra ulttrieurement. La structure des produits nouveaux a &ti Btablie par IR, 'H-RMN, UV, analyse ilkmentaire et, le cas tchCant, RPE du radical nitroxyde correspondant.
**Some sugar phosphates, phosphonates and phosphine oxides, Preliminary communication** Some new phosphates of 1, 2‐__O__‐isopropylidene‐α‐D‐ribofuranose have been prepared. Reactions of 3‐C‐cyanomethylidene‐3‐deoxy‐1, 2‐__O__‐isopropylidene‐5‐O‐trityl‐α‐D‐__erythro__‐pentofuranose **(9)** have bee
## Abstract __S__‐Methylation of 6‐__S__‐benzyl‐6‐deoxy‐1,2‐__O__‐isopropylidene‐3‐__O__‐methyl‐α‐D‐__xylo__‐6‐thiohexofuranos‐5‐ulose (**1**) gave the expected sulfonium salt **2** which on alcaline treatment yielded the stable sulfur ylide **3**. This compound constitutes an useful synthetic inte