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Title: Stereoselective Synthesis of Atropisomeric Bipyridine N,N′-Dioxides by Oxidative Coupling
Authors: Fukazawa, Y.
Vaganov, V. Y.
Shipilovskikh, S. A.
Rubtsov, A. E.
Malkov, A. V.
Issue Date: 2019
Publisher: American Chemical Society
Citation: Stereoselective Synthesis of Atropisomeric Bipyridine N,N′-Dioxides by Oxidative Coupling / Y. Fukazawa, V. Y. Vaganov, S. A. Shipilovskikh, et al. — DOI 10.1021/acs.orglett.9b01687 // Organic Letters. — 2019. — Vol. 21. — Iss. 12. — P. 4798-4802.
Abstract: Bipyridine N,N′-dioxide is a structural fragment found in many bioactive compounds. Furthermore, chiral analogues secured their place as powerful Lewis base catalysts. The scope of the existing methods for the synthesis of atropisomeric bipyridine N,N′-dioxides is limited. Herein, we present a practical, highly chemo- and stereoselective method for oxidative dimerization of chiral pyridine N-oxides using O2 as a terminal oxidant. A series of 13 axially chiral bipyridine N,N′-dioxides were synthesized in up to 75% yield. © 2019 American Chemical Society.
Access: info:eu-repo/semantics/openAccess
SCOPUS ID: 85067079555
PURE ID: 10027594
ISSN: 15237060
DOI: 10.1021/acs.orglett.9b01687
Appears in Collections:Научные публикации, проиндексированные в SCOPUS и WoS CC

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