Issue 5, 2021

Atroposelective transformation of axially chiral (hetero)biaryls. From desymmetrization to modern resolution strategies

Abstract

This tutorial review provides a systematic overview of the available methodologies for the atroposelective transformation of (heterobiaryl)biaryl precursors toward the synthesis of enantiomerically enriched products and the conceptual aspects associated to each type of transformation. Depending on the presence or absence of symmetry in the starting material and the participation of racemization or dynamization events along the process, several strategies have been developed, including desymmetrization, classical kinetic resolution (KR), dynamic kinetic resolution (DKR) and dynamic kinetic asymmetric transformation (DYKAT). Seminal contributions and a handful of selected examples are discussed to illustrate the potential of these synthetic tools.

Graphical abstract: Atroposelective transformation of axially chiral (hetero)biaryls. From desymmetrization to modern resolution strategies

Article information

Article type
Tutorial Review
Submitted
26 Nov 2020
First published
25 Jan 2021
This article is Open Access
Creative Commons BY-NC license

Chem. Soc. Rev., 2021,50, 2968-2983

Atroposelective transformation of axially chiral (hetero)biaryls. From desymmetrization to modern resolution strategies

J. A. Carmona, C. Rodríguez-Franco, R. Fernández, V. Hornillos and J. M. Lassaletta, Chem. Soc. Rev., 2021, 50, 2968 DOI: 10.1039/D0CS00870B

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