14375-68-9Relevant academic research and scientific papers
Diastereoselective synthesis and stereochemistry of (Z)-1-[3-aryl-2- (phenylsulfanyl)-2-oxiranyl]-1-ethanones
Karthikeyan,Perumal,Selvaraj
, p. 2379 - 2386 (2007/10/03)
Diastereoselective synthesis of a series of (Z)-1-[3-aryl-2- (phenylsulfanyl)-2-oxiranyl]-1-ethanones was effected from the reaction of (Z)-4-aryl-3-(phenylsulfanyl)-3-buten-2-ones with alkaline hydrogen peroxide in tetrahydrofuran. The stereochemistry of
Preparation and chemistry of phosphoranyl-derived iodanes
Zhdankin, Viktor V.,Maydanovych, Olena,Herschbach, Jon,Bruno, Jessica,Matveeva, Elena D.,Zefirov, Nikolai S.
, p. 1018 - 1023 (2007/10/03)
The preparation and chemistry of novel phosphoranyl-derived λ3-iodanes is reported. The phosphoranyl-derived phenyliodonium sulfonates were prepared in good yields by the reaction of stabilized phosphonium ylides [1-triphenylphosphoranylidene-2-propanone, methyl(triphenylphosphoranylidene)acetate, (triphenylphosphoranylidene)acetaldehyde, and (triphenylphosphoranylidene)acetonitrile] with the pyridinium complex of iodobenzene ditriflate or with [hydroxy(tosyloxy)-iodo]benzene under mild conditions. These compounds represent a potentially useful class of reagents that combine in one molecule synthetic advantages of a phosphonium ylide and an iodonium salt. Specifically, phosphorane-derived phenyliodonium tosylates can react with soft nucleophiles, such as iodide, bromide, benzenesulfinate, and thiophenolate anions, with a selective formation of the respective α-functionalized phosphonium ylides, which can be further converted to alkenes by the Wittig reaction with benzaldehyde. The phosphoranyl-derived benziodoxoles can be prepared by the reaction of 1-acetoxybenziodoxole with stabilized phosphonium ylides. An unusual ligand exchange on the iodine(III) center resulting in the substitution of a carbon ligand with an oxygen ligand was observed in the reaction of these compounds with strong acids.
Synthesis of α-phenylthioacylmethylene triphenylarsoranes and their Wittig-type reactions
Deng, Gui-Sheng,Huang, Zhi-Zhen,Yu, Xiao-Chun,Huang, Xian
, p. 144 - 145 (2007/10/03)
α-Phenylthio acylmethylene triphenylarsoranes, the first stable α- thiyl arsonium ylides, are prepared by phenylsulfenylation-transylidation reaction of the corresponding acylmethylene triphenylarsoranes with phenylsulfenyl chloride; Wittig reactions are
Enantioselective synthesis of α-hydroxy thioesters via oxazaborolidine- mediated reduction of α-phenylthio enones
Berenguer, Ramon,Cavero, Marta,Garcia, Jordi,Munoz, Montse
, p. 2183 - 2186 (2007/10/03)
α-Phenylthio-α,β-alkenones (2), readily available by Pd(II)-catalysed coupling of (E)-1 phenylthio-1-tributylstannylhex-1-ene with the corresponding acid chlorides have been treated with borane in the presence of phenylglycine- or proline-derived oxazaborolidines to afford 2-phenylthio-2- alken-1-ols (3) with good to excellent enantioselectivities. Ozonolysis of 3 provides a new and efficient route to chiral α-hydroxy thioesters 4.
De-novo Synthesis of Carbohydrates and Related Natural Products, 18. - Hetero-Diels-Alder Reactions for the Synthesis of 3,4-Dihydro-2H-pyrans
Maier, Martin,Schmidt, Richard R.
, p. 2261 - 2284 (2007/10/02)
Hetero-Diels-Alder reactions between α,β-unsaturated carbonyl compounds with functional substituents in α- and β-position and enol ethers, enediol ethers, and ketene acetals, respectively, result in the formation of 3,4-dihydro-2H-pyrans 3, having functio
