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Issue 26, 2018
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Dynamic kinetic resolution of bis-aryl succinic anhydrides: enantioselective synthesis of densely functionalised γ-butyrolactones

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Abstract

The efficient Dynamic Kinetic Resolution (DKR) of disubstituted anhydrides has been shown to be possible for the first time. Using an ad hoc designed organocatalyst and an enantio- and diastereoselective cycloaddition process with aldehydes, stereochemically complex γ-butyrolactone derivatives can be obtained – with control over three contiguous stereocentres, one of which is all carbon quaternary.

Graphical abstract: Dynamic kinetic resolution of bis-aryl succinic anhydrides: enantioselective synthesis of densely functionalised γ-butyrolactones

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Publication details

The article was received on 24 Jan 2018, accepted on 02 Mar 2018 and first published on 13 Mar 2018


Article type: Communication
DOI: 10.1039/C8CC00609A
Citation: Chem. Commun., 2018,54, 3231-3234
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    Dynamic kinetic resolution of bis-aryl succinic anhydrides: enantioselective synthesis of densely functionalised γ-butyrolactones

    R. Claveau, B. Twamley and S. J. Connon, Chem. Commun., 2018, 54, 3231
    DOI: 10.1039/C8CC00609A

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