- Carboxylate-stabilised sulfur ylides (thetin salts) in asymmetric epoxidation for the synthesis of glycidic acids. Mechanism and implications
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The reaction of carboxylate-stabilised sulfur ylides (thetin salts) with aldehydes and ketones has been investigated. Using both achiral and chiral sulfur ylides, good yields were obtained with dimsylsodium or LHMDS as bases in DMSO or THF-DMSO mixtures.
- Aggarwal, Varinder K.,Hebach, Christina
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p. 1419 - 1427
(2007/10/03)
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- Optically active epoxy compounds and processes for their production
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An optically active epoxyenone derivative of the following formula (1): wherein R1 is a methyl group, an ethyl group or a C3-10 branched, linear or cyclic alkyl group, and R2 is a phenyl group, a substituted phenyl group o
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- Hydroxamic acid derivatives as potent peptide deformylase inhibitors and antibacterial agents
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Low-molecular-weight β-sulfonyl- and β-sulfinylhydroxamic acid derivatives have been synthesized and found to be potent inhibitors of Escherichia coli peptide deformylase (PDF). Most of the compounds synthesized and tested displayed antibacterial activities that cover several pathogens found in respiratory tract infections, including Chlamydia pneumoniae, Mycoplasma pneumoniae, Haemophilus influenzae, and Moraxella catarrhalis. The potential of these compounds as antibacterial agents is discussed with respect to selectivity, intracellular concentrations in bacteria, and potential for resistance development.
- Apfel, Christian,Banner, David W.,Bur, Daniel,Dietz, Michel,Hirata, Takahiro,Hubschwerlen, Christian,Locher, Hans,Page, Malcolm G. P.,Pirson, Wolfgang,Rossé, Gérard,Specklin, Jean-Luc
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p. 2324 - 2331
(2007/10/03)
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- Synthesis of 3-aminopyrrolidin-2-ones by an intramolecular reaction of aziridinecarboxamides
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The synthesis of 4,5 disubstituted-3 amino-γ-lactams from N- substituted aziridinecarboxamides is described. Bicyclic aziridine derivatives were obtained from 1-N-Boc-aziridinecarboxamides under kinetically controlled conditions. Oxiranecarboxamides showed similiar behavior and gave 3-hydroxy-lactams.
- Funaki, Ikuo,Thijs, Lambertus,Zwanenburg, Binne
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p. 9909 - 9924
(2007/10/03)
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- A general stereospecific synthesis of γ-hydroxy-α,β-unsaturated esters
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A stereospecific synthesis of optically active γ-hydroxy-α,β-unsaturated esters is achieved, involving successively the Sharpless epoxidation of allylic alcohols, oxidation to glycidic acids, conversion into α,β-epoxy diazomethyl ketones, and irradiation in ethanol at 300 nm. Intermediates in the photo-induced rearrangement are epoxy ketenes, which undergo ethanolysis with simultaneous opening of the epoxide, preferably via a transition state involving the s-trans conformation.
- Thijs,Dommerholt,Leemhuis,Zwanenburg
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p. 6589 - 6592
(2007/10/02)
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