Stereoelectronic Effects Determine Oxacarbenium vs β-Sulfonium Ion Mediated Glycosylations
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چکیده
منابع مشابه
The Sulfonium Salt of Mustard Gas: Bis-β-[bis(β-hydroxyethyl) Sulfonium] Ethylsulfide Dichloride (h·2tdg)
1. The sulfonium salt H.2TDG is formed when H is mixed with even dilute solutions of TDG. Crystalline H.2TDG was isolated from such a reaction mixture. A simple method of preparation of this salt is outlined. 2. A material which differs from H.2TDG in that it hydrolyzes faster, is formed when H hydrolyzes in water. This material is probably H.1TDG but it was not isolated. Approximately 5 to 8 p...
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The polyproline type II (PPII) helix is a prevalent conformation in both folded and unfolded proteins, and is known to play important roles in a wide variety of biological processes. Polyproline itself can also form a type I (PPI) helix, which has a disparate conformation. Here, we use derivatives of polyproline, (Pro)10, (Hyp)10, (Flp)10, and (flp)10, where Hyp is (2S,4R)-4-hydroxyproline, Flp...
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The ligand-free trifluoromethylation of arylboronic acids with a [Ph(2)SCF(3)](+)[OTf](-)/Cu(0) system has been carefully investigated. Aryl-, alkenyl- and heteroarylboronic acids with a variety of functional groups were suitable substrates for this reaction. It is suggested that a CuCF(3) species is formed under the reaction conditions.
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Frank Alber,†,‡,§ Gerd Folkers,‡ and Paolo Carloni*,†,§,| International School for AdVanced Studies SISSA/ISAS, Via Beirut 4 I-34014 Trieste, Italy, Department of Pharmaceutical Chemistry, Swiss Federal Institute of Technology (ETH), CH-8057 Zürich, Switzerland, INFM-Istituto Nazionale per la Fisica della Materia, Italy, International Centre for Genetic Engineering and Biotechnology, AREA Scien...
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The multistage mass spectrometric (MS/MS and MS3) gas-phase fragmentation reactions of methionine side-chain sulfonium ion containing peptides formed by reaction with a series of para-substituted phenacyl bromide (XBr where X=CH2COC6H4R, and R=--COOH, --COOCH3, --H, --CH3 and --CH2CH3) alkylating reagents have been examined in a linear quadrupole ion trap mass spectrometer. MS/MS of the singly ...
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ژورنال
عنوان ژورنال: Organic Letters
سال: 2011
ISSN: 1523-7060,1523-7052
DOI: 10.1021/ol1027267