Issue 2, 2015

A chiral bicyclo[2.2.2]octa-2,5-diene ligand substituted with the ferrocenyl group and its use for rhodium-catalyzed asymmetric 1,4-addition reactions

Abstract

A chiral diene, (R,R)-Fc,Ph-bod, which bears the ferrocenyl (Fc) group and the phenyl (Ph) group on the bicyclo[2.2.2]octa-2,5-diene skeleton, has been synthesized, and its rhodium complex was examined as a catalyst for the asymmetric 1,4-addition of arylboronic acids to α,β-unsaturated ketones. Its enantioselectivity was generally higher than that observed with (R,R)-Ph-bod, which is C2 symmetric with two phenyl groups.

Graphical abstract: A chiral bicyclo[2.2.2]octa-2,5-diene ligand substituted with the ferrocenyl group and its use for rhodium-catalyzed asymmetric 1,4-addition reactions

Supplementary files

Article information

Article type
Research Article
Submitted
07 nov 2014
Accepted
22 dec 2014
First published
23 dec 2014

Org. Chem. Front., 2015,2, 127-132

Author version available

A chiral bicyclo[2.2.2]octa-2,5-diene ligand substituted with the ferrocenyl group and its use for rhodium-catalyzed asymmetric 1,4-addition reactions

B. Zhou, C. Ming So, Y. Lu and T. Hayashi, Org. Chem. Front., 2015, 2, 127 DOI: 10.1039/C4QO00292J

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