Issue 11, 2015

Recent advances and new concepts for the synthesis of axially stereoenriched biaryls

Abstract

Axial chirality is a key feature of many important organic molecules, such as biologically active compounds, stereogenic ligands and optically pure materials. Significant efforts in the field of the atropisomeric synthesis of biaryls have hence been undertaken over the past decade. Several major improvements of the already known methods to build up such chiral backbones (e.g. oxidative couplings and stereoselective Suzuki–Miyaura arylations) have been achieved and, in parallel, novel concepts have emerged enabling unprecedented synthetic routes toward molecules of this kind. These outstanding steps further unlocked the door to the preparation of previously difficult-to-access precursors of privileged ligands like BINOL, BINAM, QUINAP and many other molecules of interest.

Graphical abstract: Recent advances and new concepts for the synthesis of axially stereoenriched biaryls

Article information

Article type
Tutorial Review
Submitted
06 Jan 2015
First published
23 Apr 2015

Chem. Soc. Rev., 2015,44, 3418-3430

Author version available

Recent advances and new concepts for the synthesis of axially stereoenriched biaryls

J. Wencel-Delord, A. Panossian, F. R. Leroux and F. Colobert, Chem. Soc. Rev., 2015, 44, 3418 DOI: 10.1039/C5CS00012B

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