## Abstract The syntheses of three types of sugar nitrones (aldonitrone, ketonitrone and α‐β unsaturated aldonitrone) are described. On 1,3‐dipolar cycloaddition with phenylacetylene, the aldonitrone gave two Δ~4~‐isoxazolines epimeric at the new asymetric carbon, while the same reaction on the ket
Synthèse de nouveaux types de dérivés C-glycosyliques à partir de sucres acétyléniques ou de leurs équivalents synthétiques partiels
✍ Scribed by Jean M. J. Tronchet; Alain P. Bonenfant
- Publisher
- John Wiley and Sons
- Year
- 1981
- Tongue
- German
- Weight
- 283 KB
- Volume
- 64
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Synthesis of Novel Types of C‐Glycosyl‐derivatives from Acetylenic Sugars or Partial Synthetic Equivalents thereof
The concept of synthetic equivalent is not unequivocal and, for example, α‐fluoroenamines may behave in some cases as synthetic equivalents of ynamines and, in other situations, quite differently. Some uses of these α‐fluoroenamines, ‘partial synthetic equivalents’ of ynamines, for the synthesis of C‐glycosyl derivatives of coumarins, chromones, quinolines, quinolones, thietenes and isoxazoles are described.
We also report the preparation of a series of mono‐ and diglycosylthiophenes by reacting HS^−^ with mono‐ and diglycosylbutadiynes. Acetylenic sugar derivatives have also been used for the synthesis of a diglycosylazaphosphorine and a spirooxolenone.
📜 SIMILAR VOLUMES
**C‐Glycosylic derivatives XXXII. Synthesis of __spiro__‐C‐glycosylidenic derivatives __via__ nucleophilic cyclization.** On treatment with compounds bearing two nucleophilic groups as ethylenediamine, __o__‐phenylenediamine or their monooxa or monothia analogues, 1,2:5, 6‐di‐__O__‐isopropylidene‐α
## Abstract Treatment of terminal‐unsaturated sugars with stable aromatic nitrile oxides led to the expected Δ~2~‐isoxazolines, obtained as a mixture of two diastereoisomers epimeric at the new asymmetric carbon. One isomer (and in some cases both) has been isolated in a pure state. These compounds
## Abstract Two novel methods for the synthesis of terminal acetylenic sugars, both involving a chain extension by one carbon unit, are described. In the first procedure, an aldehydo‐sugar is treated with dibromomethylenetriphenyl‐phosphorane, then with __n__‐butyllithium and finally with water. Th
Methode spectrographique de detection des mCthyGnes actifs et synthese de quelques dBriv6 styryliques et stilbeniques. V. Les homologues du nitrile phBnylacCtiquel). par M'le J. Segers et A. Bruylants'"). (23 I1 57) Introduction. Quand on compare le nitrile ph6nylacBtique a son homologue trim6t