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

Literature Information

Publication Date 2018-10-01
DOI 10.1039/C8OB02265H
Impact Factor 3.876
Authors

Zhongxuan Qiu, Rui Sun, Dawei Teng


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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.

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Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
CiteScore: 3.4
Self-citation Rate: 10.3%
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Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

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