Parallel kinetic resolution of racemic aldehydes by use of asymmetric Horner-Wadsworth-Emmons reactions

Pedersen, Torben M. and Jensen, Jakob F. and Humble, Rikke E. and Rein, Tobias and Tanner, David and Bodmann, Kerstin and Reiser, Oliver (2000) Parallel kinetic resolution of racemic aldehydes by use of asymmetric Horner-Wadsworth-Emmons reactions. ORGANIC LETTERS, 2 (4). pp. 535-538. ISSN 1523-7060

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Abstract

[GRAPHICS] A racemic aldehyde can undergo parallel kinetic resolution (PKR) by simultaneous reaction with two different chiral phosphonates, differing either in the structure of the chiral auxiliary or in the structure of the phosphoryl group (i.e., one (E)- and one (Z)-selective reagent). This strategy allows conversion of a racemic aldehyde to two different, synthetically useful chiral products with essentially doubled material throughput and similar or improved selectivities as compared to conventional kinetic resolution.

Item Type: Article
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Depositing User: Dr. Gernot Deinzer
Date Deposited: 01 Jun 2022 05:55
Last Modified: 01 Jun 2022 05:55
URI: https://pred.uni-regensburg.de/id/eprint/42817

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