Jump to main content
Jump to site search

Issue 56, 2020
Previous Article Next Article

Asymmetric catalysis with a chiral-at-osmium complex

Author affiliations

Abstract

The first example of a chiral osmium catalyst is reported in which the overall chirality originates exclusively from a stereogenic metal center (metal-centered chirality) with all coordinating ligands being achiral. The non-C2-symmetric chiral-at-metal complex contains two cyclometalated 7-methyl-1,7-phenanthrolinium heterocycles which can be described as two chelating pyridylidene remote N-heterocyclic carbene (rNHC) ligands. The octahedral coordination sphere is completed with one CO and one acetonitrile ligand. A monodentate chiral oxazoline ligand is used as a chiral auxiliary ligand to obtain enantiomerically pure chiral-at-osmium complexes (>99 : 1 e.r.). Finally, it is demonstrated that the developed chiral-at-osmium complex is suitable for ring-closing enantioselective C(sp3)–H aminations, including the first example of catalytic enantioselective cyclizations of azidoformates to chiral 2-oxazolidinones.

Graphical abstract: Asymmetric catalysis with a chiral-at-osmium complex

Back to tab navigation

Supplementary files

Article information


Submitted
07 May 2020
Accepted
08 Jun 2020
First published
15 Jun 2020

Chem. Commun., 2020,56, 7714-7717
Article type
Communication

Asymmetric catalysis with a chiral-at-osmium complex

G. Wang, Z. Zhou, X. Shen, S. Ivlev and E. Meggers, Chem. Commun., 2020, 56, 7714 DOI: 10.1039/D0CC03280H

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.


Social activity

Search articles by author

Spotlight

Advertisements