Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 20859-23-8, is researched, SMILESS is O=C(O)[C@@H](Br)CC(O)=O, Molecular C4H5BrO4Journal, Article, Synthesis called Second-generation synthesis of (-)-viriditoxin, Author is Grove, Charles I.; Fettinger, James C.; Shaw, Jared T., the main research direction is viriditoxin diastereoselective synthesis biaryl coupling ring closing metathesis; Michael Dieckmann diastereoselective synthesis viriditoxin.Quality Control of (S)-2-Bromosuccinic acid.
Viriditoxin (I) is a secondary metabolite isolated from Aspergillus viridinutans that has been shown to inhibit FtsZ, the bacterial homolog of eukaryotic tubulin. A streamlined, scalable, and highly diastereoselective synthesis of this complex natural product is described. Key advances include a more efficient synthesis of the requisite unsaturated pyranone II (R = Si-i-Pr3, SiMe2CMe3), scalable assembly of the naphthopyranone monomer III, and improved diastereoselectivity in the biaryl-coupling reaction. In addition, we disclose a serendipitous ruthenium-catalyzed anion dimerization resulting from trace metal left by an RCM reaction.
Different reactions of this compound((S)-2-Bromosuccinic acid)Quality Control of (S)-2-Bromosuccinic acid require different conditions, so the reaction conditions are very important.
Reference:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”