79940-59-3Relevant academic research and scientific papers
Synthese de phosphinites derives de sucres: applications en cyclodimerisation du penta 2,4-dienoate de methyle, en hydrogenation et en hydrosilylation de la pentolactone
Bendayan, Andree,Masotti, Henriette,Peiffer, Gilbert,Siv, Chhan,Archavlis, Albert
, p. 41 - 46 (1993)
Sugar-derived phosphinites, when used as ligands in the catalytic hydrogenation of α-ketopentolactone, lead to the corresponding alcohol with a better enantiomeric excess (20percent) than in hydrosilylation (10percent).In the cyclodimerisation of penta-2,4-dienoic acid methyl ester they lead to the meso cycloocta-3,7-diene-1,2-doic dimethyl ester.
A New Phosphorylation Method via O-Diethylboryl Intermediates
Dahlhoff, Wilhelm V.,Taba, Kalulu M.
, p. 1260 - 1262 (2007/10/02)
Diphenylchlorophosphine and diethylchlorophosphite react with acetylacetone to generate intermediate phosphine enolates 3 which are quenched with O-diethylboryl derivatives and then oxidized with hydrogen peroxide to give diphenylphosphinates 4 and diethylphosphates 5. - Keywords: Phosphorylation, Diphenylphosphinates, Diethylphosphates, O-Diethylboryl Intermediates
Asymmetric Grignard Cross-Coupling Reaction Using Chiral Ligands Derived from Carbohydrates
Iida, Akihito,Yamashita, Mitsuji
, p. 2365 - 2368 (2007/10/02)
Chiral diphenylphosphine and diphenylphosphinite dervatives of carbohydrates such as D-glucose, D-galactose, and L-rhamnose were used as the ligand of metal catalysts for asymmetric Grignard cross-coupling reaction.Coupling of s-butylmagnesium bromide wit
Synthesis of Sugar Derivatives of Tervalent Phosphorus Compounds and Their Application to Homogeneous Asymmetric Hydrogenation
Yamashita, Mitsuji,Hiramatsu, Koji,Yamada, Manabu,Suzuki, Nobuyoshi,Inokawa, Saburo
, p. 2917 - 2921 (2007/10/02)
Diphenylphosphine and diphenylphosphinite derivatives of sugars such as methyl 6-deoxy-4-C-(diphenylphosphino)-2,3-O-isopropylidene-α-L-talopyranoside, methyl 4-O-(diphenylphosphino)-2,3-O-isopropylidene-α-L-rhamnopyranoside, methyl 4-C,4-O-(diphenylphosphino)-2,3-O-isopropylidene-α-L-talopyranoside, 6-deoxy-6-C-(diphenylphosphino)-1,2:3,5-di-O-isopropylidene-α-D-glucofuranose, and 6-O-(diphenylphosphino)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose were synthesized by the reaction of diphenylphosphine-sodium dihydrobis(2-methoxyethoxy)aluminate (SDMA) and/or diphenylphosphinous chloride-triethylamine with sugar derivatives.Homogeneous asymmetric hydrogenations of several prochiral olefins (α-acetylaminocinnamic acid, methyl α-acetylaminocinnamate, α-benzoylaminocinnamic acid, itaconic acid, and tiglic acid) were carried out using rhodium(I) catalysts with the tervalent chiral phosphorus derivatives of sugars.The highest optical yield for all the five substrates was obtained when di-μ-chloro-bis(cyclooctadiene)dirhodium(I) and 6-O-(diphenylphosphino)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose were used.The advantages of this method are the simplicity in the synthesis of the chiral phosphorus compound and the comparatively high optical yield in the asymmetric hydrogenation of olefins.
