Louis Cottier

Syntheses photochimiques de dioxa-1,6 spiro[4.5] decanes pheromones de paravespula vulgaris L

Abstract A general approach to 1-6 dioxa[4.5]spirodecanes is presented and applied to the total synthesis of one pheromone of Paravespula vulgaris L.

Heteromacrocycles from Ring-Closing Metathesis of Unsaturated Furanic Ethers

Abstract New 2,5-bis(unsaturated alkyloxymethyl)-furan led to macrocyclic furanic derivatives in the presence of Grubbs catalyst via dimerization or direct intramolecular metathesis according to the length of the sidearm.

SYNTHESIS OF NEW 2,3-UNSATURATED O-GLYCOSIDES THROUGH FERRIER REARRANGEMENT[1]

The synthesis of five new 2,3-unsaturated O-glycosides (3a—e) employing Ferriers rearrangement with different catalysts, is reported.

Transfert catalytique d'hydrogene VII. Cas des glycols primaires—secondaires

Abstract Two primary—secondary linear glycols (1,5) give, by catalytic hydrogen transfer with benzalacetophenone, aldols which are dehydrogenated into lactones or ketoaldehydes. The favoured reactivity of primary hydroxyl group is observed by competitive hydrogen transfer between 1- and 2- undecanol (9 + 10). Dismutation and condensation of aldols are side reactions which are principally observed with small proportions of acceptors.

Synthesis of Furan-2,5-dicarbaldehyde by Oxidation of 5-Silyloxymethyl-2-furfural

Abstract Oxidation of alkyl silyl ethers of 5-hydroxymethyl-2-furfural to furane-2,5-dicarbaldehyde is promoted by N-bromosuccinimide in the presence of azoisobutyronitrile. The influence of solvent has been studied. Using 1,2-dichloromethane or dodecane as solvent, good yields are obtained from the trimethylsilyl or tert-butyldimethylsilyl derivatives.

Oxidation of two major disaccharides: sucrose and isomaltulose

The chemical oxidation of sucrose, isomaltulose and methyl isomaltuloside is described, with special focus on the use of the NaOCl–TEMPO oxidizing system.

Total synthesis of bikaverin (6,11-dihydroxy-3,8-dimethoxy-1-methylbenzo[b]xanthen-7,10,12-trione)

The total synthesis of the antibiotic bikaverin (1) is described, from orcinol and 3-(2,4,5-trimethoxyphenyl)propiononitrile. The intermediate 6-hydroxy-3,7,8,10-tetramethoxy-1-methylbenzo[b]xanthen-12-one is oxidised to the 6,11-quinone (20), which is demethylated, preferably with iodide ion, to give bikaverin (1).

Tandem mass spectrometry and accurate mass analysis of some N‐arylphthalimides. IV.

The mass spectral studies of six N-arylphthalimides are reported. The low resolution spectra in conjunction with tandem mass spectrometry (MS/MS) and accurate mass measurements have provided valuable information, and established the fragmentation modes of the title compounds more precisely.

Synthesis of New [(2S)-N-(p-Tolylsulfonyl)-2- Pyrrolidinyl]Propyl 2,3,4-Tri-O-Acetyl- and 2,3,4-Tri-OBenzyl-β-L-Fucopyranosides

Synthesis of two new glycoheterocyclic compounds, [(2lS*)-/V-(p-tolylsulfonyl)-2-pyrrolidinyl]propyl 2,3,4-tri-Oacetyland 2,3,4-tri-O-benzyl-ß-L-fucopyranosides la and lb , starting from δ-amino alcohol (-)-[(2S)-N-(ptolylsulfonyl)-2-pyrrolidinyl]propan-l-ol 2 and O-a-L-fucosyltrichloroacetimidates 3a or 3b as glycosyl donor is described. Hitherto δ-aminoalcohol 2 was synthesized from L-proline without any racemization during its preparation.

An easy access to two epimeric N-substituted (2S)-2-(2'-hydroxypropyl)pyrrolidines

Uma facil e eficiente sintese para obtencao de b-aminocetonas 5a, 6 e g-aminoalcoois 1a, 2a, 3, 4 enantiomericamente puros a partir de L-prolinol 7 e L-prolina 15 e descrita. A etapa principal da reacao foi o uso do reagente de Tebbe que permitiu a transformacao da funcao ester a um enol eter que apos hidrolise formou a cetona sem nenhuma racemizacao.