Oxazolines/Oxazolidines

Oxazolines consist of a five-membered heterocyclic ring containing one oxygen and one nitrogen atom, and oxazolidines (also called 1,3-oxazolidines) are the reduced form of oxazolines. Isoxazolidines are isomers of oxazolidines where the nitrogen and oxygen atoms are adjacent. Oxazolines are attractive heterocyclic compounds not only because of their unique structures and varied applications, but also because they serve as structural elements in a variety of natural products and pharmaceuticals. Examples of these compounds include an antimycobacterial oxazole-containing alkaloid, a tubulin polymerization inhibitor, and anticancer agents that comprise 2,5-disubstituted oxazoline elements. Moreover, oxazoline derivatives can also be employed as corrosion inhibitors in industrial settings and as chiral ligands in asymmetric synthesis. Polymers of 2-oxazoline are regarded as pseudopeptide bioinspired polymers. Because of the important applications of oxazoline derivatives, various synthetic methodologies have been developed for the production of these compounds. Generally, oxazole derivatives are synthesized by three typical methods: cyclization of acyclic precursors, oxidation of oxazolines, and coupling of the prefunctionalized oxazoles with other organometallic reagents. Chiral bis(oxazoline) (BOX) ligands are used in the asymmetric catalysis of a variety of reactions. The presence of a halogen allows these reagents to be used as substrates in various coupling reactions, including Suzuki-Miyaura cross-coupling reactions.

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Landis Ligands
Landis Ligands
Bis(2-methoxyethyl)aminosulfur Trifluoride (Deoxo-Fluor®)

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135658 5-Chloromethyl-2-oxazolidinone 97% C4H6ClNO2
653454 5-Bromo-2-benzoxazolinone 97% C7H4BrNO2
697036 6-Bromo-2-benzoxazolinone 97% C7H4BrNO2
705500 6-Fluoro-2(3H)-benzoxazolone 97% C7H4FNO2
CDS011952 3-(2-amino-ethyl)-5-(3-chloro-benzyl)-oxazolidine-2,4-dione AldrichCPR C12H13ClN2O3