Asymmetric Synthesis of Optically Active Sulfinic Acid Esters

Modern Stereoselective Synthesis of Chiral Sulfinyl Compounds

“…Methods of preparation and major applications of sulfinates were reviewed in book chapters. 11,13 Consequently, in this section, only a short overview of older contributions will be presented, with the stress on the possible diverse synthetic routes.…”

“…A relatively easy preparation of these configurationally stable derivatives bearing a chiral R′ fragment followed by separation of diastereomers allows their transformation into enantiomerically pure sulfoxides and other derivatives. Methods of preparation and major applications of sulfinates were reviewed in book chapters. , Consequently, in this section, only a short overview of older contributions will be presented, with the stress on the possible diverse synthetic routes.…”

“…12 Eleven years later, a book edited by Takeshi Toru and Carsten Bolm was issued. From the point of view of the present review, chapters on synthesis and application of chiral sulfinates, 13 sulfinamides, 14 and sulfoximines 15 are particularly important.…”

Stereospecific Synthesis of Cyclic Sulfite Esters with Sulfur-Centered Chirality via Diastereoselective Strategy and Intramolecular H-Bonding Assistance

“…Chiral sulfur-containing compounds are prevalent in natural products, drugs, and biologically active substances. − Thus, the synthesis of optically active organosulfur compounds received a considerable research interest so far. , However, the majority of studies have been focused on preparation of enantiopure and enantioenriched sulfoxides, sulfoximines, , and other derivatives, , while chiral sulfite esters have received lesser attention. Nevertheless, cyclic sulfite esters are widely utilized as precursors of cyclic sulfate esters, which are recognized as synthetic equivalents of epoxy compounds. , Meanwhile, cyclic sulfite esters were shown to undergo ring opening by the attack of nucleophilic reagents that has a practical significance. , For example, Sudalai group reported the synthesis of chiral three-substituted tetrahydroquinoline derivatives via chiral cyclic sulfite esters, and this method was applied for the preparation of sumanirole maleate and anachelin H chromophore …”

“…1−3 Thus, the synthesis of optically active organosulfur compounds received a considerable research interest so far. 4,5 However, the majority of studies have been focused on preparation of enantiopure and enantioenriched sulfoxides, 6 sulfoximines, 7,8 and other derivatives, 9,10 while chiral sulfite esters have received lesser attention. Nevertheless, cyclic sulfite esters are widely utilized as precursors of cyclic sulfate esters, which are recognized as synthetic equivalents of epoxy compounds.…”