Synthesis 2023; 55(15): 2390-2396
DOI: 10.1055/s-0042-1751393
paper
Special Issue dedicated to Prof. David A. Evans

Simplified Synthesis of an Air-Stable Copper-Complexed Josiphos Ligand via Ugi’s Amine: Complete Preparation and Analysis from Ferrocene

Emma C. Murphy
,
The project described was supported by the National Institute of General Medical Sciences (R35 GM118055).


This paper is dedicated to Professor David A. Evans (1941–2022), a true teacher and scholar.

Abstract

Ligands containing ferrocene backbones often feature both planar chirality and asymmetric centers, making them attractive options for asymmetric catalysis. Ugi’s amine is a ubiquitous ferrocene-based chiral building block that can be functionalized to form a variety of tunable Josiphos ligands; however, few sources lay out the route from start to finish. Starting from ferrocene, we compile a synthetic route to an air- and moisture-stable copper(I)-Josiphos complex via enantiopure Ugi’s amine, providing a potential one-stop shop for the synthesis of a wide range of Josiphos ligands.

Supporting Information



Publication History

Received: 27 October 2022

Accepted after revision: 21 November 2022

Article published online:
15 December 2022

© 2022. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 
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