Advances in the Asymmetric Synthesis of BINOL Derivatives

Everton Machado da Silva; Hérika Danielle Almeida Vidal; Marcelo Augusto Pereira Januário; Arlene Gonçalves Corrêa

doi:10.3390/molecules28010012

Advances in the Asymmetric Synthesis of BINOL Derivatives

Molecules. 2022 Dec 20;28(1):12. doi: 10.3390/molecules28010012.

Authors

Everton Machado da Silva¹, Hérika Danielle Almeida Vidal¹, Marcelo Augusto Pereira Januário¹, Arlene Gonçalves Corrêa¹

Affiliation

¹ Centre of Excellence for Research on Sustainable Chemistry, Department of Chemistry, Federal University of São Carlos, São Carlos 13565-905, Brazil.

Abstract

BINOL derivatives have shown relevant biological activities and are important chiral ligands and catalysts. Due to these properties, their asymmetric synthesis has attracted the interest of the scientific community. In this work, we present an overview of the most efficient methods to obtain chiral BINOLs, highlighting the use of metal complexes and organocatalysts as well as kinetic resolution. Further derivatizations of BINOLs are also discussed.

Keywords: BINOL; chirality transfer; kinetic resolution; metal-mediated enantioselective coupling; organocatalysis.

Publication types

Review

MeSH terms

Catalysis
Ligands
Naphthols*
Stereoisomerism

Substances

BINOL, naphthol
Naphthols
Ligands

Grants and funding

The authors gratefully acknowledge FAPESP (grants 2013/07600-3 and 2014/50249-8), GlaxoSmithKline, CAPES (Finance Code 001), and CNPq (grants 429748/2018-3 and 302140/2019-0) for funding and fellowships.