Sulfines sulfoxides

Molecular rearrangements such as that of Stevens248,265 or the sulfoxide - sulfinic acid, Ramberg-Backlund15 or sultone -> sultine rearrangements, are quite common in these classes of compounds. 

More recently, another sulfoxide- sulfine photoconversion has been reported by Franck-Neumann and Lohmann223. These authors have shown that the photolysis of allylsulfinylpyrazolenines (167) provides a novel route to vinyl sulfines 168, presumably via ring-opening to a-diazosulfoxides and their a-sulfinylcarbene intermediates (equation 67). 

NMR spectral differentiation of enantiomers as solutes in chiral solvents has been achieved with sulfoxides, sulfinates, thiosulfinates, sulfinamides, and sulfites (86,108,242). The usefulness and high sensitivity of this method is confirmed by its successful application... 

A new class of chiral sulfinyl transfer reagents, much more reactive towards Grignard reagents than the Andersen menthyl sulfinate ester, have been introduced by Evans [102] and reacted with a wide range of nucleophiles to afford chiral sulfoxides, sulfinate esters or sulfinamides efficiently. These reagents are shown below ... 

Appropriately substituted sulfoxides, sulfinate esters and sulfonium salts exist as stable enantiomers. Some important examples exist in nature. 

Keywords 2-hydroxybenzaldehyde, sulfide, nitrile, pyridine, urea-hydrogen peroxide complex, catechol, sulfoxide, sulfinic ester, amide, pyridine-A-oxide... 

Sulfoxide, sulfinate and sulfonate are used as activators of acetylenic or vinyl units. Several a, P unsaturated synthons, namely acetylenic sulfoxide (1), vinyl sulfoxide (2), acetylenic sulfinate (3), acetylenic sulfonate (4), and l-propene-l,3-sultone (5) are developed. Their applications in Diels-Alder reactions, heterocycle and alkaloid syntheses are also investigated. For the chiral acetylenic sulfoxide, the sulfoxide moiety not only enables chemical activation of the acetylene unit, it can also induce stereochemical control at the adjacent carbon centers to achieve enantioselective synthesis. 

Asymmetric synthesis of sulfoxides, sulfinates, and sulfonamides. These sulfiny-lating reagents react with a wide range of nucleophiles with inversion at sulfur.1... 

Sulfoxides, Sulfinates, Sulfbximines, Phosphinates and Phosphine Oxides... 

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