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Recent advances in the asymmetric synthesis of pharmacology-relevant nitrogen heterocyclesviastereoselective aza-Michael reactions Review

Journal Organic & Biomolecular Chemistry
ISSN: 1477-0520 , E-ISSN: 1477-0539
Output data Year: 2019, Volume: 17, Number: 15, Pages: 3670-3708 Pages count : 39 DOI: 10.1039/c8ob03034k
Authors Vinogradov Maxim G. 1 , Turova Olga V. 1 , Zlotin Sergei G. 1
Affiliations
1 N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation

Abstract: The prevalence of nitrogen containing heterocycles in natural products and pharmaceuticals is a doubtless fact. In this review, recent applications of a stereoselective aza-Michael reaction as an efficient tool for the asymmetric synthesis of naturally occurring nitrogen-containing heterocyclic scaffolds and their usefulness to pharmacology are reviewed and summarized. The available data are for the first time classified according to types of heterocyclic products and subdivided in accordance with synthetic methodologies used as key stereocontrolling steps (diastereoselective or enantioselective reactions, single bond-forming or cascade reactions, etc.). This classification is convenient for organic chemists and for researchers working in the areas of natural product synthesis and medicinal chemistry. Specific attention is paid to organocatalytic asymmetric versions of the aza-Michael reaction developed over the past decade.
Cite: Vinogradov M.G. , Turova O.V. , Zlotin S.G.
Recent advances in the asymmetric synthesis of pharmacology-relevant nitrogen heterocyclesviastereoselective aza-Michael reactions
Organic & Biomolecular Chemistry. 2019. V.17. N15. P.3670-3708. DOI: 10.1039/c8ob03034k WOS Scopus OpenAlex
Identifiers:
Web of science: WOS:000464584200002
Scopus: 2-s2.0-85064111099
OpenAlex: W2916801576
Citing:
DB Citing
OpenAlex 135
Scopus 136
Web of science 135
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