A. V. Lozanova

Electroreduction in the series of thiophene derivatives

Conclusions1.Electrochemical reduction of several substituted derivatives of thiophene-2-carboxylic acid proceeds strictly selectively under the conditions used in the investigation with the formation of 2,5-dihydroproducts.2.The selectivity of the electrochemical hydrogénation is explained by the inhibited protonation of the products of two-electron transfer due to the formation of ion pairs or their adsorption on the cathode at potentials close to a zero charge potential of the amalgam formed.

Reaction of isoprenoid olefins with SeO2 in aprotic solvents

Conclusion1.Previously unknown Se-organic compounds, the structure of which confirm the formation of allylseleninic acids as the primary intermediates of this reaction, were isolated in the reaction of geraniol benzyl ether and linalool and citronellol acetates with SeO2 in lowpolarity aprotic media; the products were also characterized.2.An explanation of the results was proposed; this explanation includes conversion of the allylselenine intermediates to allylselenene intermediates, which then react intermolecularly or intermolecularly with the C=C bond to give cyclic or linear selenides.

Synthesis of methoprene via electroreduction of the thiophene ring

ConclusionsThe synthesis of the juvenoid methoprene and its 2Z,4E isomer (as a ∼1∶1 mixture) has been accomplished, one of the steps being the electrochemical reduction of a 3,5-dialkylthiophene-2-carboxylic acid.

Stereoselective synthesis of homogeraniols from dithienylmethanes

Conclusions1.Stereoselective reductive desulfurization of methylated 2-hydroxymethyldithienylmethanes has afforded homogeraniol derivatives.2.It has been shown to be possible to use thiophens for the synthesis of juvenile hormones.

Thiophene route for the synthesis of E,E-homofarnesylic acid and its electrophilic cyclization to norambrenolides

Conclusions1.A new synthesis of E,E-homofarnesol and the corresponding carboxylic acid has been accomplished using 3-methylthiophene as a C5 synthon.2.The electrophilic cyclization of E,E-homofarnesylic acid to norambrenolides has been studied.

Stereoselective synthesis of E-homoallylic alcohols from ?-(dihydro)thienylmethanols

Conclusionsα-(Dihydro)-thienylmethanols have been stereoselectively desulfurized to the respective E-homoallylic alcohols.