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On the racemisation of aspartic anhydride during its preparation

Frédéric Buron 1 Geoffrey Deguest 2 Laurent Bischoff 2 Corinne Fruit 2 Francis Marsais 3 
1 ICOA - Institut de Chimie Organique et Analytique
2 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse
3 IRCOF - Institut de Chimie Organique Fine
Abstract : Due to the possible differentiation of both carboxyl groups, N-protected aspartic anhydride is a useful starting material in synthesis. However, most methods published in the literature for its formation lead to partial racemisation, which is generally not mentioned. Herein we report a comparison between the main methods published, with accurate measurements of the enantiomeric purity of this compound.
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https://hal-normandie-univ.archives-ouvertes.fr/hal-02385023
Contributor : Laurent Bischoff Connect in order to contact the contributor
Submitted on : Thursday, November 28, 2019 - 4:03:51 PM
Last modification on : Saturday, June 25, 2022 - 9:54:46 AM

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Frédéric Buron, Geoffrey Deguest, Laurent Bischoff, Corinne Fruit, Francis Marsais. On the racemisation of aspartic anhydride during its preparation. Tetrahedron: Asymmetry, Elsevier, 2007, 18 (13), pp.1625-1627. ⟨10.1016/j.tetasy.2007.07.003⟩. ⟨hal-02385023⟩

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