Work

A Palladium-Catalyzed Three-Component-Coupling Strategy for the Differential Vicinal Diarylation of Terminal 1,3-Dienes

Year: 2014

Type: article

Abstract: A palladium-catalyzed intermolecular vicinal diarylation of terminal 1,3-dienes using aryldiazonium tetrafluoroborates and arylboronic acids is reported. Using this technology, two different arenes are regioselectively introduced in a vicinal fashion across the terminal alkene of a variety of terminal 1,3-dienes at ambient temperature. Through the action of a chiral bicyclo[2.2.2]octadienyl ligand at -20 °C, good enantioselectivity has also been achieved.

Source: Organic Letters

DOI: 10.1021/ol502279u

Authors: Benjamin J. Stokes, Longyan Liao, Aline Mendes de Andrade, Qiaofeng Wang, Matthew S. Sigman

Institution: University of Utah

Language: English

Topic: Catalytic Cross-Coupling Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: Conselho Nacional de Desenvolvimento Científico e Tecnológico, National Institutes of Health, Ciência sem Fronteiras, National Institute of General Medical Sciences