Asymmetric Ring Opening of Epoxides

Abstract

For Abstract see ChemInform Abstract in Full Text.

Synthesis and the Structure to Property Relationship of Monoperfluoroalkyl Polyethylene Glycol

“…Monoprotected polyethylene glycol was epoxidized by the reaction of its monoprotected derivative 2 with epichlorohydrin [11,12]. The coupling reaction of the epoxide 3 and 2-F-alkylethanethiol [13][14][15][16][17][18][19][20] furnished the adduct 4, which was easily deprotected [9] into surfactant 5 (Scheme 1).…”

“…The IR spectra were recorded on a Bruker IFS 66v/s spectrometer. 1 H-, 19 F-and 13 C-NMR spectra were recorded on a Bruker AC 300 spectrometer (300 MHz proton, 282 MHz fluorine, 75 MHz carbon). All spectra were obtained using CDCl 3 as the solvent and referenced to TMS for 1 H, 13 C NMR and CFCl 3 for 19 F NMR.…”

“…After having concentrated the filtrate, the crude thioether obtained 5 was purified by column chromatography (dichloromethane/methanol: 95/5, v/v) or by recrystallization from hexane/chloroform (Table 1). Main IR signals encountered: 19…”

Catalytic Enantioselective Ring-Opening Reaction of meso-Epoxides with ArSeH Using a (Salen)Ti(IV) Complex

“…Over past several decades, various nucleophiles such as RNH 2 [2,3], ROH [4], TMSCN [5], RN 3 [6], and RSH [7,8] have been widely investigated in the reaction catalyzed by various chiral catalysts to obtain 1,2-amino alcohols, 1,2-diol monoethers, 1,2-cyano alcohols, 1,2-azidoalcohols, as well as 1,2-mercaptoalcohols, respectively [9,10]. Chiral organoselenium compounds have been employed as useful ligands, catalysts, or intermediates in various asymmetric transformations such as diethylzinc addition to aldehydes, asymmetric hydrosilylation, and 1,4-addition of Grignard reagents to enones [11][12][13].…”

The One-Pot Three Components of Iodone, Schiff Base and Epoxide for Synthesis of Iodohydrins

“…A wide variety of nucleophiles, such as alcohols, phenols, carboxylic acids, amines, azide ions, thiols, cyanide ions and halide ions are utilized in the aforementioned reaction 13 .…”