A stereoselective synthesis of (6Z, 11Z)-octadecadienoic acid (1) and (6Z, 11Z)-eicosadienoic acid (2) from easily accessible pentane-1,5-diol (3) is described. Thus, compound 3 on pyranylation and oxidation gave the aldehyde 5 which was converted to the acid 7 by Wittig reaction with a suitable phosphorane. Its depyranylation and oxidation furnished the key aldehyde 9 which upon Wittig reactio...

the wittig reaction rate can be dramatically enhanced by irradiation of the reaction mixture containing an aldehyde or ketone; methoxymethyl(triphenyl)phosphonium chloride, potassium t-butoxide, and t buoh with a commercial microwave oven. carbonyl compound are converted to witting products within three min. in good yields.

an efficient three-component reaction of dialkyl acetylendicarboxylates and 2-pyrrolidin in the presence of triphenylphosphine produces dialkyl 2-(2-pyrrolidin-n-yl)-3-(triphenylphosphanylidene)succinate. these phosphoranes undergo mild intramolecular wittig reaction to produce dialkyl (e)-2-(4,5-dihydro-3h-pyrrol-2-yl)fumarate in excellent yields.

Practical stereoselective synthetic routes to the antihistaminic drug olopatadine and its E-isomer have been developed, the key steps being a trans stereoselective Wittig olefination using a nonstabilized phosphorus ylide and a stereoselective Heck cyclization. The stereoselectivity of the Wittig reaction depends on both the phosphonium salt anion and the cation present in the base used to gene...

silica-grafted n-propyl-diaza-15-crown-5 (sgpdc) with immobilized palladium nanoparticles was found as an efficient heterogeneous catalytic system for the heck and suzuki coupling reactions and satisfied results were obtained. different derivatives of aryl halides and alkenes under the heck reaction were converted to the corresponding products with good efficiency. the presence of electron-dona...

Protonation of the reactive intermediates generated in the raction between dalkyl acetylenedicarboxylates and triphenylphosphine by isonitrosoacetophenone leads to vinyltriphenylphosphonium salts, which undergo intramolecular Wittig reaction to produce dalkyl 4-phenyl-N-hydroxypyrrole-2,3-dicarboxylates in moderate yields.

The aza-Wittig reactions of iminophosphorane 3 with aromatic isocyanates generated carbodiimides 4, which were reacted with alkylamines under mild conditions to give a series of 2-(alkylamino)-5,6-dimethylthieno[2,3-d]pyrimidin-4(3H)-ones 6 and 8 in satisfactory yield. Their structures were confirmed by (1)H NMR, EI-MS, IR and elementary analysis, and compound 8c was further analyzed by single-...