Decrypt The Mystery Of 20859-23-8

In addition to the literature in the link below, there is a lot of literature about this compound((S)-2-Bromosuccinic acid)Computed Properties of C4H5BrO4, illustrating the importance and wide applicability of this compound(20859-23-8).

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Total Synthesis of Laulimalide: Synthesis of the Northern and Southern Fragments, published in 2012, which mentions a compound: 20859-23-8, Name is (S)-2-Bromosuccinic acid, Molecular C4H5BrO4, Computed Properties of C4H5BrO4.

The first stage in the development of a synthetic route for the total synthesis of laulimalide (I) is described. Our retrosynthetic anal. envisioned a novel macrocyclization route to the natural product by using a Ru-catalyzed alkene-alkyne coupling. This would be preceded by an esterification of the C19 hydroxyl group, joining together two equally sized synthons, the northern fragment II and the southern fragment III. Our first generation approach to the northern fragment entailed a key sequential Ru/Pd coupling sequence to assemble the dihydropyran. The key reactions proceeded smoothly, but the inability to achieve a key olefin migration led to the development of an alternative route based on an asym. dinuclear Zn-catalyzed aldol reaction of a hydroxyl acylpyrrole. This key reaction led to the desired diol adduct IV with excellent syn/anti selectivity (10:1), and allowed for the successful completion of the northern fragment II. The key step for the synthesis of the southern fragment was a chemoselective Rh-catalyzed cycloisomerization reaction to form the dihydropyran ring from a diyne precursor. This reaction proved to be selective for the formation of a six-membered ring, over a seven. The use of an electron-deficient bidentate phosphine allowed for the reaction to proceed with a reduced catalyst loading.

In addition to the literature in the link below, there is a lot of literature about this compound((S)-2-Bromosuccinic acid)Computed Properties of C4H5BrO4, illustrating the importance and wide applicability of this compound(20859-23-8).

Reference:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”