Issue 12, 2009

Axially chiral P-N ligands for the copper catalyzed β-borylation of α,β-unsaturated esters

Abstract

The synthesis and resolution of a new axially chiral Quinazolinap ligand are reported. The application of this and other related P-N ligands to the copper catalyzed β-borylation of α,β-unsaturated esters resulted in conversions of up to 100% and ee values of up to 79%. A diastereomerically pure palladacycle of the new ligand was characterised by X-ray crystallography.

Graphical abstract: Axially chiral P-N ligands for the copper catalyzed β-borylation of α,β-unsaturated esters

Supplementary files

Article information

Article type
Paper
Submitted
14 Jan 2009
Accepted
17 Mar 2009
First published
15 Apr 2009

Org. Biomol. Chem., 2009,7, 2520-2524

Axially chiral P-N ligands for the copper catalyzed β-borylation of α,β-unsaturated esters

W. J. Fleming, H. Müller-Bunz, V. Lillo, E. Fernández and P. J. Guiry, Org. Biomol. Chem., 2009, 7, 2520 DOI: 10.1039/B900741E

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