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Issue 14, 2015
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A polystyrene-supported 9-amino(9-deoxy)epi quinine derivative for continuous flow asymmetric Michael reactions

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Abstract

A polystyrene (PS)-supported 9-amino(9-deoxy)epi quinine derivative catalyzes Michael reactions affording excellent levels of conversion and enantioselectivity using different nucleophiles and structurally diverse enones. The highly recyclable, immobilized catalyst has been used to implement a single-pass, continuous flow process (residence time: 40 min) that can be operated for 21 hours without significant decrease in conversion and with improved enantioselectivity with respect to batch operation. The flow process has also been used for the sequential preparation of a small library of enantioenriched Michael adducts.

Graphical abstract: A polystyrene-supported 9-amino(9-deoxy)epi quinine derivative for continuous flow asymmetric Michael reactions

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Supplementary files

Article information


Submitted
27 Sep 2014
Accepted
17 Feb 2015
First published
17 Feb 2015

Org. Biomol. Chem., 2015,13, 4204-4209
Article type
Paper
Author version available

A polystyrene-supported 9-amino(9-deoxy)epi quinine derivative for continuous flow asymmetric Michael reactions

J. Izquierdo, C. Ayats, A. H. Henseler and M. A. Pericàs, Org. Biomol. Chem., 2015, 13, 4204
DOI: 10.1039/C5OB00325C

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