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Organocatalytic Multicomponent Synthesis of α/β‐Dipeptide Derivatives

Abstract : A straightforward multicomponent Knoevenagel‐aza‐Michael‐Cyclocondensation reaction involving readily available hydroxamic acid‐derived from naturally occurring α‐amino acids allows a diversity‐oriented synthesis of novel isoxazolidin‐5‐ones possessing an N ‐protected α‐amino acid pendant with good to high diastereoselectivities thanks to a match effect with a chiral organocatalyst. These diversely substituted heterocycles, easily isolated as a single diastereoisomer, proved to be versatile platforms for the formation of an array of α/β‐dipeptide fragments.
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https://hal-normandie-univ.archives-ouvertes.fr/hal-02523950
Contributor : Jean-François Brière <>
Submitted on : Sunday, March 29, 2020 - 11:11:06 PM
Last modification on : Thursday, July 2, 2020 - 3:30:07 AM

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Thomas Martzel, Julien Annibaletto, Pierre Millet, Etienne Pair, Morgane Sanselme, et al.. Organocatalytic Multicomponent Synthesis of α/β‐Dipeptide Derivatives. Chemistry - A European Journal, Wiley-VCH Verlag, 2020, (in press). ⟨10.1002/chem.202001214⟩. ⟨hal-02523950⟩

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