Registration Number
0213U007873,
0113U004512
, R & D reports
Title
Asymmetriс organocatalytic synthesis of perfluoroalkyl containing acyclic and cyclic aminoacids and related systems.
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Head
Sukach Volodymyr Andriyovych,
Registration Date
26-12-2013
Organization
Institute of Organic Chemistry National Academy of Sciences of the Ukraine
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Chiral perfluoroalkyl containing aminoacids are important derivatives of natural amino acids, which are used to design peptidomimetics and therapeutic tools. The aim of the research project was a development of organocatalytic enantioselective methods for the synthesis of trifluoromethylated acyclic aminoketones, aminonitriles and aminoacids. To solve this problem, asymmetric reactions of acyclic trifluoromethylated ketimines with hydrogen cyanide (Strecker reaction), and ketones (Mannich reaction) in the presence of chiral organic catalysts have been studied. Chiral secondary amines (pyrrolidine derivatives), L-proline and thioureas, functionalized by chiral amine fragments have been synthesized and utilized in asymmetric transformations. The relationship between the structure of the substrate (the presence of electronewithdrawing ester function at nitrogen atom), organocatalyst nature and reactivity and enantioselectivity of asymmetric reactions has been established. Obtained compounds have been used as a "building blocks" for the synthesis of enantiomerically enriched chiral trifluoromethyl-containing aminoacids.
Product Description
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Бентя Антон Валентинович
Больбут Андрій Вікторович
Васькевич Руслан Іванович
Вовк Михайло Володимирович
Кемський Сергій Володимирович
Мельниченко Ніна Володимирівна
Сукач Володимир Андрійович
Ткачук Віктор Миколайович
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2020-04-02
