78742-30-0Relevant academic research and scientific papers
Sulfoximine-Mediated Syntheses of Optically Active Alcohols
Johnson, Carl R.,Stark, Charles J.
, p. 1193 - 1196 (2007/10/02)
Optically active β-hydroxy sulfoximines were prepared, as diastereomeric pairs, by the addition the lithium derivative of optically active N,S-dimethyl-S-phenylsulfoximine to prochiral ketones and aldehydes.The ketone adducts after separation by medium-pr
Diastereoselective Reductions of β-Keto Sulfoximines
Johnson, Carl R.,Stark, Charles J.
, p. 1196 - 1200 (2007/10/02)
(S)-β-Keto sulfoximines have been prepared by butyllithium-mediated condensation of (+)-(S)-N,S-dimethyl-S-phenylsulfoximine with nitriles.The β-keto sulfoximines on treatment with a variety of reducing agents afforded β-hydroxy sulfoximines with varying diastereomeric ratios.Highest asymmetric inductions were observed with gaseous diborane.A sulfoximine-borane complex is suggested as an intermediate.Raney nickel desulfurization of the β-hydroxy sulfoximines afforded secondary alcohols with optical purities in the 18-69percent range.
Asymmetric Induction in the Reaction of β-Oxosulphoximides by Sodium Borohydride
Annunziata, Rita,Cinquini, Mauro,Cozzi, Franco
, p. 1109 - 1111 (2007/10/02)
Optically active β-oxosulphoximides have been prepared by reaction of optically active α-metallated NS-dimethyl-S-phenylsulphoximide with carboxylic esters.Their reduction by sodium borohydride is stereoselective, the extent of asymmetric synthesis (up to
