Synthesis and characterization of homochiral cholesteryl 1-alkenesulfinate esters

Chiral sulfinates studied by optical rotation, ECD and VCD: the absolute configuration of a cruciferous phytoalexin brassicanal C

“…On the other hand, optical rotation and ECD spectroscopies are more commonly used owing to their higher sensitivity and accessibility, although assignments rely on a small number of signals. Although optical rotation, ECD and VCD have recently been used for nonempirical determinations of chirality of sulfoxides and sulfinamides, 15 their application to sulfinates has been limited to a few empirical approaches based on optical rotatory dispersion 2a,5a and ECD, 7, 16 while there is no nonempirical stereochemical study on them. In the present study, we have conducted optical rotation, ECD and VCD measurements of the sulfinates shown in Scheme 1 and their theoretical calculation using DFT, aimed at establishing a convenient and reliable method to assign sulfinic absolute configurations.…”

Determination of theZ1H NMR chemical shift substituent parameters for the sulfinyl chloride and sulfinate ester functionalities

“…Sulfinyl chloride and sulfinate ester functional groups are part of modern investigations [9,10] and, as such, double bonded compounds bearing these substituents are of interest to us [11][12][13][14][15][16] and to others [17][18][19][20][21][22][23][24][25][26][27]. Unfortunately the alkene additivity rule is unavailable for investigators in this area due to the lack of appropriate substituent constants.…”