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Copper-catalysed asymmetric reductive cross-coupling of prochiral alkenes.

Authors :
Yoon WS
Jang WJ
Yoon W
Yun H
Yun J
Source :
Nature communications [Nat Commun] 2022 May 11; Vol. 13 (1), pp. 2570. Date of Electronic Publication: 2022 May 11.
Publication Year :
2022

Abstract

Asymmetric construction of C(sp <superscript>3</superscript> )-C(sp <superscript>3</superscript> ) bond with good stereocontrol of the two connecting carbon centres retaining all carbon or hydrogen substituents is a challenging target in transition metal catalysis. Transition metal-catalysed reductive coupling of unsaturated π-substrates is considered as a potent tool to expediently develop the molecular complexity with high atom efficiency. However, such an asymmetric and intermolecular process has yet to be developed fully. Herein, we report an efficient strategy to reductively couple two prochiral conjugate alkenes using a copper-catalysed tandem protocol in the presence of diboron. Notably, this transformation incorporates a wide range of terminal and internal enynes as coupling partners and facilitates highly diastereo- and enantioselective synthesis of organoboron derivatives with multiple adjacent stereocentres in a single operation.<br /> (© 2022. The Author(s).)

Details

Language :
English
ISSN :
2041-1723
Volume :
13
Issue :
1
Database :
MEDLINE
Journal :
Nature communications
Publication Type :
Academic Journal
Accession number :
35545634
Full Text :
https://doi.org/10.1038/s41467-022-30286-8