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Synthesis of highly rigid phosphine–oxazoline ligands for palladium-catalyzed asymmetric allylic alkylation

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Abstract

A highly rigid spiro phosphine–oxazoline ligand skeleton with a spirocarbon stereogenic center was developed from 7-bromo-1-indanone. The catalytic performance of the ligand was demonstrated in palladium-catalyzed asymmetric allylic alkylation. Under optimized conditions, high yields (up to 99%) and enantioselectivities (up to 99.9% ee) were obtained for reactions of 1,3-diphenylallyl acetates and symmetrical 1,3-dicarbonyl substrates.

Graphical abstract: Synthesis of highly rigid phosphine–oxazoline ligands for palladium-catalyzed asymmetric allylic alkylation

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Publication details

The article was received on 13 Sep 2018, accepted on 01 Oct 2018 and first published on 01 Oct 2018


Article type: Paper
DOI: 10.1039/C8OB02265H
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Synthesis of highly rigid phosphine–oxazoline ligands for palladium-catalyzed asymmetric allylic alkylation

    Z. Qiu, R. Sun and D. Teng, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB02265H

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