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Inversion of the Axial Information during Oxidative Aromatization in the Synthesis of Axially Chiral Biaryls with Organocatalysis as a Key Step.

Authors :
Koshino S
Takikawa A
Ishida K
Taniguchi T
Monde K
Kwon E
Umemiya S
Hayashi Y
Source :
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2020 Apr 06; Vol. 26 (20), pp. 4524-4530. Date of Electronic Publication: 2020 Feb 21.
Publication Year :
2020

Abstract

The pot-economical, highly enantioselective synthesis of axially chiral biaryls was developed by using one-pot organocatalyst-mediated domino and aromatization reactions as key steps. The axial information of the precursor, which also has central chirality, was completely inverted in the final biaryls. The inversion of the axial information occurred in the conversion of the central chirality to the axial chirality of an oxidative aromatization step.<br /> (© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3765
Volume :
26
Issue :
20
Database :
MEDLINE
Journal :
Chemistry (Weinheim an der Bergstrasse, Germany)
Publication Type :
Academic Journal
Accession number :
31903679
Full Text :
https://doi.org/10.1002/chem.201905814