Recent advances in the asymmetric phosphoric acid-catalyzed synthesis of axially chiral compounds

Alemayehu Gashaw Woldegiorgis; Xufeng Lin

doi:10.3762/bjoc.17.185

Recent advances in the asymmetric phosphoric acid-catalyzed synthesis of axially chiral compounds

Beilstein J Org Chem. 2021 Nov 15:17:2729-2764. doi: 10.3762/bjoc.17.185. eCollection 2021.

Authors

Alemayehu Gashaw Woldegiorgis¹, Xufeng Lin¹

Affiliation

¹ Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang 310027, China.

Abstract

In recent years, the synthesis of axially chiral compounds has received considerable attention due to their extensive application as biologically active compounds in medicinal chemistry and as chiral ligands in asymmetric catalysis. Chiral phosphoric acids are recognized as efficient organocatalysts for a variety of enantioselective transformations. In this review, we summarize the recent development of chiral phosphoric acid-catalyzed synthesis of a wide range of axially chiral biaryls, heterobiaryls, vinylarenes, N-arylamines, spiranes, and allenes with high efficiency and excellent stereoselectivity.

Keywords: allenes; atropisomerism; axial chirality; chiral phosphoric acid; heterobiaryls; spiranes.

Publication types

Review

Grants and funding

Financial support from the National Natural Science Foundation of China (22071213), Leading Talents of Special Support Program of Zhejiang Province High-level Talents (2020R52008) and Center of Chemistry for Frontier Technologies of Zhejiang University is gratefully acknowledged.