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Enantioselective synthesis of (−)-phaseic acid

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Abstract

Phaseic acid (PA) has long been considered an inactive oxidation catabolite of the essential plant hormone abscisic acid (ABA). However, a recent study disclosed that PA actually acts as an ABA receptor agonist and is capable of prolonging ABA effects in vivo. Here, we report a simple, enantioselective synthesis of (−)-phaseic acid. Key transformations of our strategy include a facile hydrozirconation reaction and a critical, Mn(III)-catalyzed allylic oxidation.

Graphical abstract: Enantioselective synthesis of (−)-phaseic acid

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Publication details

The article was received on 28 Jul 2017, accepted on 17 Sep 2017 and first published on 18 Sep 2017


Article type: Research Article
DOI: 10.1039/C7QO00653E
Citation: Org. Chem. Front., 2017, Advance Article
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    Enantioselective synthesis of (−)-phaseic acid

    W. Tu, C. Ning and J. Xu, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C7QO00653E

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