- A convenient method for the synthesis of cyclic trithiocarbonates on carbohydrate scaffolds
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An efficient regio- and stereoselective method for the synthesis of cyclic trithiocarbonates on carbohydrate skeleton is described. A freshly prepared solution of sodium trithiocarbonate reacts with cis-oriented epoxytriflate pentoses 7-11 to yield the co
- Saeed, Muhammad,Abbas, Muhammad,Abdel-Jalil, Raid J.,Zahid, Muhammad,Voelter, Wolfgang
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p. 315 - 317
(2007/10/03)
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- Synthesis and properties of selected 4-substituted anhydro sugars
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A new class of 4-deoxy-4-([4-substituted-1-piperazinyl], [4-morpholinyl] and [4-(perhydro1,4-thiazin-4-y])])-2,3-anhydrolyxopyranosides (3a-g and 6a-g) were synthesized from epoxy triflate moities 2 and 5 and 4-substituted piperazines, morpholines and perhydro-1,4-thiazines, respectively, to test their antibacterial activity. The characterized series of new compounds was tested in vitro against E. coli ATCC11229, S. aureus ATCC6538 and C. albicans SATCC10231.
- Abdel-Jalil, Raid J.,Saeed, Muhammad,Heeg, Peter,Voelter, Wolfgang
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p. 661 - 666
(2007/10/03)
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- Regio- and Stereoselective Ring Opening of Epoxy Pyranosides with Titanium Isopropoxide Reagents and SmI2: A Straightforward Access to Iododeoxy Sugars
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A regioselective synthesis of 3-iodo-3-deoxy sugars is described by trans-diaxial cleavage of the oxirane ring of 2,3-anhydropyranosides with halogenated titanium isopropoxide reagents and samarium iodide.
- Khan, Noshena,Al-Abed, Yousef,Kohlbau, Hans-Juergen,Latif-Ansari, Farzana,Kowollik, Wolfgang,Voelter, Wolfgang
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p. 1781 - 1790
(2007/10/03)
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- Solid Phase Synthesis of Muramyl Dipeptide Derivatives and Investigations on their Biological Activities
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New muramyl dipeptide derivatives with exchanged carbohydrate residues are described.Each derivative is synthesized via a solid phase synthesis using an aminomethyl anchor resin.All synthetic products can be isolated in good yields.Their biological activities are tested by the luminol-dependent chemiluminescence associated with the phagocytosis of opsonized zymosan by granulocytes. - Keywords: Muramyl Dipeptide, Solid Phase Synthesis, Chemiluminescence, Glycopeptide Derivatives
- Tschakert, Jochen,Voelter, Wolfgang
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p. 702 - 716
(2007/10/02)
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- Sugar Amino Acids and Sugar Peptides by Triflate Substitution
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Benzyl 2,3-anhydro-4-O-triflyl-β-L-ribopyranoside (1) reacts with L-alanine benzyl ester (2), L-phenylalanylglycine benzyl ester (4), and 4-aminobenzoic acid tert-butyl ester (6), with inversion at C-4 and formation of a C - N bond between the sugar and t
- Kowollik, Wolfgang,Janairo, Gerardo,Voelter, Wolfgang
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p. 427 - 432
(2007/10/02)
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- Regioselective and Stereoselective Oxirane Ring-Openings of 2,3-Anhydropentopyranosides with Some Methyl Group Donating Organometallic Reagents
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By the proper choice of methyl group transferring reagents organometallic (Me4AlLi, Me4AlLi/MeLi (1:1), Me2CuLi, Me3Al, Me2Mg) it is possible to selectively introduce a methyl group into the 2- or 3-position via epoxide ring-opening of four easily availab
- Inghardt, Tord,Frejd, Torbjoern,Magnusson, Goeran
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p. 4542 - 4548
(2007/10/02)
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- A Convenient Synthesis of 4-Amino-4-desoxy Sugars
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Displacement of the triflyl by the amino group in benzyl-2,3-anhydro-4-triflyl-pyranosides 4-6 gives with inversion the benzyl-2,3-anhydro-4-amino-4-desoxypyranosides 7-9.The triflyl group turns out to be a reactive leaving group which can be replaced by
- Malik, Abdul,Roosz, Michael,Voelter, Wolfgang
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p. 559 - 561
(2007/10/02)
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- Synthesis of Sugar Nitrates by Nucloephilic Substitution
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A rapid high-yielding synthesis of sugar mono- and dinitrates has been achieved via displacement of the trifluoromethylsulfonyloxy (triflate) by the nitrate group.This procedure is mild, convenient, and does not attack highly acid-labile groups.It also do
- Afza, Nighat,Malik, Abdul,Latif, Farzana,Voelter, Wolfgang
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p. 1929 - 1934
(2007/10/02)
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- C-4-Triflate Displacement by Azide in 2,3-Anhydro Sugars; a New Way to 4-Amino-4-deoxy Sugars
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Displacement of the triflyl by the azido group in benzyl-2,3-anhydro-4-triflyl-α-D-pyranosides 4-6 gives with inversion the benzyl-2,3-anhydro-4-azido-4-deoxypyranosides 7-9.The triflyl group turns out to be a reactive leaving group which can be replaced
- Kimmich, Reinhard,Voelter, Wolfgang
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p. 1100 - 1104
(2007/10/02)
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