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Transition Metal Catalyzed Aerobic Asymmetric Coupling of 2-Naphthols Review

Journal Mini-Reviews in Organic Chemistry
ISSN: 1570-193X , E-ISSN: 1875-6298
Output data Year: 2019, Volume: 16, Number: 4, Pages: 392-398 Pages count : 7 DOI: 10.2174/1570193x15666180418153713
Tags Asymmetric synthesis, 2-naphthol, BINOL, aerobic oxidative coupling, transition metals, mechanism
Authors Tkachenko Nikolay V. 1,2 , Bryliakov Konstantin P. 1,2
Affiliations
1 Novosibirsk State University, Pirogova 2, Novosibirsk 630090, Russian Federation
2 Boreskov Institute of Catalysis, Siberian Branch of the Russian Academy of Sciences, Pr. Lavrentieva 5, 630090, Novosibirsk, Russia

Funding (2)

1 Federal Agency for Scientific Organizations 0303-2016-0005
2 Russian Foundation for Basic Research 17-03-00991

Abstract: Optically pure 1,1′-bi-2-naphthol (BINOL) and its derivatives are among the most widely used chiral ligands and auxiliaries for asymmetric synthesis. These molecules also occur as scaffolds for various biologically active compounds. Direct oxidative coupling of 2-naphthols in the presence of chiral catalysts provides a powerful strategy for the synthesis of optically pure 1,1′-bi-2-naphthols (BINOLS). In 1978, Wynberg with co-workers discovered that a copper salt with chiral auxiliary mediates the oxidative coupling of 2-naphthols, which can be taken as the starting point for further progress in this area. Over the last decades, a number of efficient and stereoselective catalyst systems have been developed. This mini-review surveys the aerobic asymmetric oxidative coupling of 2-naphthols catalyzed by transition metal complexes reported since 1995.
Cite: Tkachenko N.V. , Bryliakov K.P.
Transition Metal Catalyzed Aerobic Asymmetric Coupling of 2-Naphthols
Mini-Reviews in Organic Chemistry. 2019. V.16. N4. P.392-398. DOI: 10.2174/1570193x15666180418153713 WOS Scopus РИНЦ AN OpenAlex
Dates:
Submitted: Feb 23, 2018
Accepted: Apr 9, 2018
Published print: Jan 15, 2019
Identifiers:
Web of science: WOS:000461717500009
Scopus: 2-s2.0-85063740892
Elibrary: 38722800
Chemical Abstracts: 2019:667125
OpenAlex: W2801149897
Citing:
DB Citing
Web of science 18
Scopus 20
Elibrary 14
OpenAlex 19
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