34513-32-1Relevant academic research and scientific papers
Determination of the absolute configurations of isotopically chiral molecules using vibrational circular dichroism (VCD) spectroscopy: the isotopically chiral sulfoxide, perdeuteriophenyl-phenyl-sulfoxide
Drabowicz, Jozef,Zajac, Adrian,Lyzwa, Piotr,Stephens, Philip J.,Pan, Jian-Jung,Devlin, Frank J.
, p. 288 - 294 (2008/09/19)
The (+) and (-) enantiomers of the isotopically chiral sulfoxide, perdeuteriophenyl-phenyl-sulfoxide, 1, have been synthesized by the reaction of the diastereomers of O-menthyl benzenesulfinate with C6D5MgBr. Their absolute configurations have been determined by comparison of the vibrational circular dichroism (VCD) spectra of (R)-1 and (S)-1, predicted using ab initio DFT, to the experimental VCD spectrum of 1. The absolute configuration of 1 is shown to be (S)(+)/(R)(-). This is the first application of VCD to the determination of the absolute configuration of an isotopically chiral sulfoxide.
Highly diastereoselective synthesis and easy method for synthesis of optically active sulfinate esters from aromatic disulfides
Hajipour,Islami
, p. 536 - 538 (2007/10/03)
One-step synthesis of chiral aromatic sulfinate esters 2 from aromatic disulfides 1 using lead tetraacetate is reported. The yields are good to excellent and diastereoselectivity is high.
An improved and efficient procedure for the preparation of chiral sulfinates from sulfonyl chloride using triphenylphosphine
Watanabe, Yoshihiko,Mase, Nobuyuki,Tateyama, Moto-Aki,Toru, Takeshi
, p. 737 - 745 (2007/10/03)
An improved procedure of the Sharpless method for the preparation of chiral sulfinates by triphenylphosphine is described. A mixture of sulfonyl chlorides and diacetone-D-glucose or l-menthol in the presence of triethylamine was treated with triphenylphos
A convenient and highly diastereoselective synthesis of optically active sulfinate esters from sulfonyl chlorides under solid state conditions
Hajipour, Abdolreza,Islami, Fereshteh
, p. 461 - 462 (2007/10/03)
A manipulatively simple and rapid method for synthesis of chiral sulfinate esters 1 and 2 from sulfonyl chloride and trimethyl phosphite in solid phase conditions supported on silica gel is described. The chemical yields are good to excellent and diastereoselectivity is high.
