9 research outputs found
Stereocomplexity and Stereoselective Synthesis of Triamine Molecules Bearing Four Chiral Carbon Centers:Â Stereodifferentiated Preparation of All 10 Stereoisomers of 2,6-Bis[1-(1-phenylethylamino)ethyl]pyridines.
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Palladium-Catalyzed Stereoselective Hydrogenolysis of Conjugated 1,1-Dibromo-1-alkenes to ( Z
No full textStereoselective Hydrogenolysis of 1,1-Dibromo-1-alkenes and Stereospecific Synthesis of Conjugated ( Z
No full textStereoselective synthesis of (+)-5-thiosucrose and (+)-5-thioisosucrose
Get PDF+)-5-Thiosucrose 1, a novel isosteric sulfur analog of sucrose, was synthesized stereoselectively for the first time via indirect β-d-fructofuranosidation involving selective β-d-psicofuranosidation, followed by stereo-inversion of the secondary hydroxy group at the C-3 position on the furanose ring. Glycosidation of protected 5-Thio-d-glucose with a d-psicofuranosyl donor provided β-d-psicofuranosyl 5-Thio-α-d-glucopyranoside and that with d-fructofuranosyl donor gave α-d-fructofuranosyl 5-Thio-α-d-glucopyranoside. Two anomeric stereocenters of the glycosyl donor and acceptor were controlled correctly to provide a single disaccharide among four possible anomeric isomers in the glycosylation. Conversion of the resulting disaccharides afforded (+)-5-Thiosucrose 1 and (+)-5-Thioisosucrose 2 in excellent yields, respectively. Inhibitory activities of 1 and 2 against α-glucosidase in vitro were also examined
Stereoselective Synthesis of C3–C12 Dihydropyran Portion of Antitumor Laulimalide Using Copper-Catalyzed Oxonium Ylide Formation–[2,3] Shift
No full textAlkene migration to the end-terminal carbon bearing a phenyl group over a chiral siloxy carbon center in Heck reaction
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