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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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Article information


Submitted
24 Jan 2018
Accepted
02 Mar 2018
First published
13 Mar 2018

Chem. Commun., 2018,54, 3231-3234
Article type
Communication

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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