Issue 53, 2023

One reaction – double stereoinduction: C–H activation as a privileged route towards complex atropisomeric molecules

Abstract

Expanding the importance of chirality and implementation of stereogenic information within complex molecular design has recently reached a new level: design of innovative enantiopure scaffolds bearing multiple chiral elements. In particular, regarding sustainability aspects and straightforward use of relatively simple substrates, the C–H activation strategy offers unique opportunities to assemble complex chiral molecules with unique topologies while controlling two stereoselective events in a single transformation. Herein, the emerging field of asymmetric C–H activation allowing rapid construction of atropisomeric molecules bearing a second chirality element, such as a stereogenic center, vicinal chiral axis or planar chirality, is described. Aiming at in-depth comprehension of such innovative systems, the emphasis is put on the nature of stereodiscriminant steps, allowing the simultaneous control of both chiral elements.

Graphical abstract: One reaction – double stereoinduction: C–H activation as a privileged route towards complex atropisomeric molecules

Article information

Article type
Highlight
Submitted
17 mrt 2023
Accepted
17 mei 2023
First published
14 jun 2023
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2023,59, 8159-8167

One reaction – double stereoinduction: C–H activation as a privileged route towards complex atropisomeric molecules

A. Luc and J. Wencel-Delord, Chem. Commun., 2023, 59, 8159 DOI: 10.1039/D3CC01328F

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