1‐Heteroakylation of tris(trimethylsilyl)phosphine

Synthesis of new organophosphorus‐substituted derivatives of functionalized propionates and their analogues

“…Note that the influence of phenyl or furyl fragments on the orientation of the addition in these reactions is more preferable (cf. [6]). …”

“…Trimethylsilyl esters of several functionalized organophosphorus acids were useful for obtaining the series of water-soluble acids and their sodium salts (cf. [5][6][7]). So O-trimethylsilylsubstituted phosphonites 1-11 smoothly react with diluted solutions of sodium methylate in methanol, giving stable crystalline sodium salts of functionalized 2-carboxyalkylphosphonous acids 55-65 (see Table 4; Eq.…”

“…By a similar way, the functionalized phosphonites with element or heterocyclic fragments [5,6] were transformed by us after the treatment of the intermediate acetals B with diethyl phosphite to phosphinates 14-19, containing sometimes two different fragments with the carboxyl groups (Eq. (6)).…”

“…Recently, we have found that various derivatives of functionalized organophosphorus acids with aryl, heterocyclic, and organoelement fragments were obtained in high yields via addition of trimethylsilyl esters of trivalent organophosphorus acids to various organic compounds containing multiple bonds [5][6][7]. In the present work, we report the results of the nucleophilic or radical addition of bis(trimethylsiloxy)phosphine, trimethylsilyl phosphites, and phosphonites to trimethylsilyl acrylate and its various functionalized or cyclic analogues such as γ-crotonolactone, trimethylsilyl esters of 2-(acetylamino)acrylic, itaconic, maleic, acetylenedicarboxylic, cinnamic, 3-(2-furyl)propionic, and 1H-indene-2-carboxylic acids.…”

Synthesis of functionalized 2‐trimethylsiloxy‐substituted O‐trimethylsilyl alkylphosphonites, their analogues, and derivatives

“…Heterosubstituted derivatives of propylene oxide, especially a well-known epichlorohydrin and readily available O,O-diethyl-2,3-epoxypropylphosphonate [2], as well as cyclohexene oxide are promising compounds for organic synthesis [3,4]. Recently, we have synthesized the new 1-trimethylsiloxysubstituted alkylphosphonites and their derivatives with aryl, heterocyclic, and organoelement fragments in high yields via nucleophilic addition of trimethylsilyl esters of trivalent organophosphorus acids to various functionalized aldehydes [5]. Also the functionalized derivatives of 2-hydroxyalkylorganophosphorus acids containing aryl and heterocyclic fragments and various hydroxyl, amino, or amido groups present great interest as promising-polydentate ligands and biologically active compounds as organophosphorus biomimetics of hydroxyl and amino acids [6,7].…”