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A new direction of synthetic chemistry was developed in the Institute of Bioorganic Chemistry RAS

Small molecules play a critical role in many biological processes and are used as drugs and other research tools.

Grigorov Artem

Mikhaylov AA, Kuleshov AV, Solyev PN, Korlyukov AA, Dorovatovskii PV, Mineev KS, Baranov MS

As a result of joint work carried out by the Laboratory of bioinformatics approaches in combinatorial chemistry and biology and a group of heterocyclic compounds with a support of Laboratory of biomolecular NMR-spectroscopy, a novel unique method for the synthesis of spirocyclic derivatives based on the use of a new class of cyclopropanes was developed. The results of the study are published in the Organic Letters journal.

Spiroannulated cyclopropanes, which incorporate imidazol-5-one fragment, were examined in the reaction with aldehydes to form tetrahydrofuran cycle. The studied compounds could be regarded as a new variant of donor-acceptor cyclopropanes – popular in the organic synthesis recent building-blocks, which function as 1,3-zwitterionic synthons.

Spiro[imidazol-5-one-tetrahydrofurans], which are the products of the reaction, constitute as seminal alpha-amino acid derivatives. A spirocyclic structure makes them advantageous objects for drug design.

march 20