Elaborating Complex Heteroaryl-Containing Cycles via Enantioselective Palladium-Catalyzed Cycloadditions

Barry M Trost; Zhiwei Jiao; Chao-I Joey Hung

doi:10.1002/anie.201910061

Elaborating Complex Heteroaryl-Containing Cycles via Enantioselective Palladium-Catalyzed Cycloadditions

Angew Chem Int Ed Engl. 2019 Oct 14;58(42):15154-15158. doi: 10.1002/anie.201910061. Epub 2019 Sep 11.

Authors

Barry M Trost¹, Zhiwei Jiao¹, Chao-I Joey Hung¹

Affiliation

¹ Department of Chemistry, Stanford University, Stanford, CA, 94305-5080, USA.

PMID: 31483926
DOI: 10.1002/anie.201910061

Abstract

A general method for asymmetric synthesis of heteroaryl-containing cycles via palladium-catalyzed cyclization is reported. Most classes of nitrogen-containing aromatics, including pyridines, quinolines, pyrimidines, various azoles and the derivatives of nucleobases are compatible substrates, offering various heteroaryl-substituted cyclopentane, pyrrolidine, furanidine and bicyclo[4.3.1]decadiene derivatives with good to excellent enantioselectivity and diastereoselectivity.

Keywords: asymmetric catalysis; cycloadditions; heterocycles; palladium; trimethylenemethane.

Publication types

Review
Research Support, Non-U.S. Gov't

Abstract

Publication types

Grants and funding