Tetrahydronaphthalenes by Enantioselective Migratory Suzuki–Miyaura Cross-Coupling of meso Bis(Boronic Esters)

Dedication

This paper is dedicated to Prof. Paul Knochel on the occasion of his 70th birthday.

Abstract

In the presence of chiral palladium complexes, the enantioselective catalytic Suzuki–Miyaura reaction of meso diboryltetrahydronaphthalene was found to occur with chain-walking. This process provides access to compounds with a 1,3 relationship between the cross-coupled aryl group and the remaining boronic ester. The reaction was applied toward the synthesis of pharmaceutically relevant targets and provides a simple inroad to enantiomerically enriched materials.

Keywords

Organoboron - Asymmetric catalysis - Asymmetric synthesis - Cross-coupling - Catalysis

Publication History

Received: 02 June 2025

Accepted after revision: 28 July 2025

Article published online:
20 August 2025

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