Kolodiazhna O. Asymmetric synthesis of modified analogues of natural compounds - functionalized phosphonates and cycloalcanes

Modified analogues of natural compounds that are potentially biologically active substances, and their synthetic blocks, including functionalized phosphonates, bis-phosphonates, cycloalcaneand indane derivatives. The development of methods for asymmetric synthesis of modified analogues of natural connections. Chemical synthesis, highly effective liquid chromatography, TLC, spectral methods of analysis (nuclear magnetic resonance, mass spectrometry), optical polarimetry, elemental analysis. New solution of scientific problem which consists in development of convenient methods for asymmetric synthesis of organo phosphorus compounds was found. Methods for the synthesis of chiralorganophosphorus compounds (phosphonoaspartic acids, phosphonoglutamic acids, betahomoproline, etc.) were developed on the basis of natural amino acids, and also by means of biocatalysis. Preparative method for the synthesis of functionalized phosphonates and bisphosphonateswas developed on the basis of reaction of С=Х-electrophiles withtrialkylphosphites catalyzed bypyridinium perchlorate. Chiralbisphosphonates, that are derivatives of natural amino acids bearing asymmetric center in a lateral chainwere synthesized. All possible stereoisomers [(1S,2S), (1S,2R), (1R,2S), (1R,2R)] of vicinal cyclic halogenoalcanols were synthesized. Chiral derivatives of disubstituted indanesthat are important chiral synthetic blocks for fine organic synthesis were synthesized. Sphere of use - bioorganic chemistry.