@misc{Jakubowska_Anna_Research_2015, author={Jakubowska, Anna}, address={Kraków}, howpublished={online}, year={2015}, school={Wydział Farmaceutyczny}, language={pol; eng}, abstract={Unnatural α-Amino acids are important structural parts of many different biologically active compounds and macromolecules. Taking into account their significance the aim of this work was to develop a method of stereoselective synthesis of unnatural cyclic α-amino acid derivatives. It was found, that enantiomers of glycine equivalent (GE), derivative of oxazinone, can be a convenient starting material in the synthesis of these compounds It was decided to investigate the possibility of simultaneous bis-alkylation of GE. In these studies, bis-electrophiles were used as alkylating agents, including the: derivatives of cyclic sulfate or sulfite and halide derivatives and derivatives of cyclic sulfite or sulfate.The study consisted of optimizing the synthesis of the enantiomers of GE, the development of the synthesis of 14 alkylating agents, carrying out alkylation of GE in the presence of previously synthesised bis-electrophiles (4 series of compounds were obtained), hydrolysis of alkylation products to corresponding amino acids and defining the relationship between the structure of bis-electrophiles and the possibility of using them for alkylation of glycine equivalent.}, title={Research on the synthesis of novel stereoisomers of α-amino acids using glycine equivalent}, type={Praca doktorska}, keywords={bis-electrophiles, asymmetric synthesis, cyclic α-amino acids, glycine equivalents}, }