Asymmetric Synthesis of Sulfoximines, Sulfonimidoyl Fluorides and Sulfonimidamides Enabled by an Enantiopure Bifunctional S(VI) Reagent
Justin Lopchuk describes the asymmetric synthesis of sulfoximines, sulfonimidoyl fluorides and sulfonimidamides.
Sulfur in its various oxidation states represents a key element in a range of important chemophores in the natural and industrial worlds. According to Professor Justin M. Lopchuk at the H. Lee Moffitt Cancer Center and Research Institute (USA), the higher-order S(IV) and S(VI) functionalities – such as sulfoxides, sulfones and sulfonamides – have historically dominated the sulfur-containing pharmaceutical, agrochemical, and materials landscape. Professor Lopchuk said that “despite the successful applications of the previously mentioned S(IV) and S(VI) groups, other less common sulfur-containing sulfonimidoyl functionalities exist that have been, until recently, largely overlooked in the realm of chemical discovery.” He added: “Sulfoximines, sulfonimidamides, and sulfonimidoyl fluorides are aza-derivatives of sulfonyls and are among the underrepresented S(VI) groups – each providing unique structural and physicochemical properties to be exploited for a variety of applications.
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