- CsOH-promoted epoxide ring-opening with phosphines: Mild and efficient synthesis of monohydroxyphosphines
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A mild and convenient synthesis of monohydroxyphosphines has been achieved by epoxide ring-opening using primary or secondary phosphines in the presence of cesium hydroxide, 4 ? molecular sieves and DMF at room temperature. These reaction conditions were
- Fox, Daniel L.,Robinson, Ashlee A.,Frank, James B.,Salvatore, Ralph Nicholas
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p. 7579 - 7582
(2007/10/03)
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- The Reaction of Diphenyl(trimethylsilylmethyl)phosphine with Carbonyl Compounds in the Presence of Fluorides
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Diphenyl(trimethylsilylmethyl)phosphine (1) was allowed to react with benzophenone in the presence of CsF in N,N-dimethylformamide to give a mixture of methyldiphenylphosphine (2), (2,2-diphenyl-2-trimethylsiloxyethyl)diphenylphosphine (3) and (2-hydroxy-2,2-diphenylethyl)diphenylphosphine (4) in good yield.The use of about 10 molpercent of CsF gave 3 with fairly good selectivity.The reaction with benzaldehyde gave a similar result, but only protodesilylation occurred in the reaction with enolizable carbonyl compounds.
- Kawashima, Takayuki,Mitsuda, Noriaki,Inamoto, Naoki
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p. 708 - 710
(2007/10/02)
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- 2-Hydroxyalkyl Diphenylphosphines: Biocatalytic Resolution and Use as Ligands for Transition-metal Catalysts
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Kinetic resolution of 2-hydroxyalkyldiphenylphosphines 1 by acylation with isopropenyl acetate was carried out under rabbit gastric lipase (RGL) catalysis to give optically active 1 and the corresponding acetate, the enantioselectivity factors E ranging from 10 to 20. Key words: 2-hydroxyalkyldiphenylphosphines; rabbit gastric lipase; kinetic resolution; biocatalysis; acylation
- Kagan, Henri B.,Tahar, Maurice,Fiaud, Jean-Claude
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p. 5959 - 5962
(2007/10/02)
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- A Simple Synthesis and Some Synthetic Applications of Substituted Phosphide and Phosphinite Anions
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Based on data for the acidity relationship of phosphines and phosphinous acids and water in dimethyl sulfoxide and water, a simple method is reported for the generation of phosphide and phosphinite anions by the action of concentrated aqueous alkali on primary and secondary phosphines as well as phosphinous acids in dimethyl sulfoxide or other dipolar aprotic solvents.Alkylation of the anion yields secondary and tertiary phosphines, polyphosphines, functionally substituted phosphines as well as similarly substituted phosphine oxides.Phosphinous acids have beenalkylated in various solvents in two-phase systems containing concentrated aqueous alkali and tetrabutylammonium iodide as phase transfer catalyst.
- Tsvetkov, E. N.,Bondarenko, N. A.,Malakhova, I. G.,Kabachnik, M. I.
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p. 198 - 208
(2007/10/02)
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