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Synthesis of the heterocyclic core of the D-series GE2270

Christophe Berini 1 Thibaut Martin 1 Pierrik Lassalas 1 Francis Marsais 1 Christine Baudequin 1 Christophe Hoarau 1
1 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse
Abstract : A straightforward enantiomerically pure synthesis of the heterocyclic core of the D-series GE2270 is reported. The synthetic strategy combines the Hantzsch thiazole’s building condensation with a cross-coupling reaction including direct C–H hetarylation to build and connect step-by-step thiazolyl moieties to the 5-bromopicolinate as readily available starting material.
Keywords : Thiopeptide C–H arylation BSC Bromination Antibiotic Cross-coupling Hantzsch synthesis
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https://hal-normandie-univ.archives-ouvertes.fr/hal-02046259
Contributor : Madeleine Roux-Merlin <>
Submitted on : Friday, February 22, 2019 - 3:39:27 PM
Last modification on : Thursday, July 2, 2020 - 3:29:24 AM

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Christophe Berini, Thibaut Martin, Pierrik Lassalas, Francis Marsais, Christine Baudequin, et al.. Synthesis of the heterocyclic core of the D-series GE2270. Beilstein Journal of Organic Chemistry, Beilstein-Institut, 2017, 13, pp.1407-1412. ⟨10.3762/bjoc.13.137⟩. ⟨hal-02046259⟩

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