136656-75-2Relevant academic research and scientific papers
Biodegradable choline hydroxide promoted environmentally benign thiolysis of epoxides
Azizi, Najmedin,Edrisi, Mahtab
supporting information, p. 525 - 528 (2016/01/20)
An environmentally benign and rapid thiolysis of epoxides using a biodegradable, choline-based task-specific ionic liquid has been developed. The ring opening reaction of aryl and alkyl epoxides proceeded rapidly and afforded the corresponding β-hydroxysulfides in high yields with excellent regioselectivity. The protocol has the advantages of easy work-up, short reaction times, high yields, and a biodegradable catalyst.
Rapid, benign, and additive-free thiolysis of epoxides under ultrasonic/aqueous conditions
Mojtahedi, Mohammad M.,Khalili, Sajad
, p. 431 - 437 (2014/06/10)
An environmentally friendly and efficient procedure is developed for ring opening of various epoxides with thiols under non-thermal conditions. Reactions take place by ultrasonic irradiation of the two reactants suspended in an additive-free aqueous mediu
Synthesis and evaluation of sulfonylethyl-containing phosphotriesters of 3′-azido-3′-deoxythymidine as anticancer prodrugs
Wang, Jiang,Wang, Yi-Jun,Chen, Zhe-Sheng,Kwon, Chul-Hoon
, p. 5747 - 5756 (2015/01/09)
A series of bis(sulfonylethyl) and mono(sulfonylethyl) phenyl phosphotriesters of zidovudine (3′-azido-3′-deoxythymidine, AZT) were synthesized as potential anticancer prodrugs that liberate AZT monophosphate via nonenzymatic β-elimination mechanism. Stab
Highly enantioselective kinetic resolution of trans-2-(phenylthio) cyclohexanol derivatives by immobilized Candida antartica B lipase
Chimni, Swapandeep Singh,Kaur, Kirandeep,Bala, Neeraj
, p. 67 - 74 (2013/10/22)
Candida antartica B (immobilized CAL-B) mediated resolutions of trans-2-(phenylthio)cyclohexanol derivatives using vinyl acetate as acylating agent and MTBE as solvent provide excellent enantioselectivity (up to >99%) and high yield of both the enantiomer
Routes for reactions of alkylene oxides with R-β-hydroxyalkyl sulfides: Unusual exchange of functional groups
Malievskii
experimental part, p. 194 - 203 (2012/10/18)
Possible routes of the previously unknown exchange reaction of alkylene oxides with R-β-hydroxyalkyl sulfides have been considered. Each route has intermediates and transition states of its own, but all the directions in the final stage lead to the formation of a single intermediate cyclic bipolar ion with intramolecular hydrogen bonding, which determines the common nature and composition of end products for all routes. The features of the reaction have been analyzed. The quantitative description of each route has been given. Pleiades Publishing, Ltd., 2012.
Stereo- and regioselective thiolysis of 1,2-epoxides in water
Movassagh, Barahman,Soleiman-Beigi, Mohammad
, p. 3239 - 3244 (2008/02/12)
A simple, efficient, stereoselective, and highly regioselective procedure for the synthesis of β-hydroxy sulfides by thiolysis of various 1,2-epoxides in water as a solvent, using no catalyst and under very mild conditions, is described. Copyright Taylor
Highly efficient synthesis of chiral β-hydroxy sulfides with high enantiomeric purity via CBS-oxazaborolidine-catalyzed borane reduction
Cho, Byung Tae,Choi, Ok Kyoung,Kim, Dong Jun
, p. 697 - 703 (2007/10/03)
A simple and efficient synthesis of chiral β-hydroxy p-tolylsulfides with high enantiomeric purity by CBS-oxazaborolidine-catalyzed asymmetric borane reduction of β-keto p-tolylsulfides using N-ethyl-N-isopropylaniline-borane complex as the borane carrier is reported.
Convenient preparation of ytterbium(III) chalcogenolate complexes by insertion of ytterbium into chalcogen-chalcogen bonds. Application in the ring-opening of epoxides
Dowsland, Jennifer,McKerlie, Fiona,Procter, David J.
, p. 4923 - 4927 (2007/10/03)
Convenient conditions are reported for the preparation of ytterbium(III) chalcogenolate complexes by insertion of ytterbium metal into the chalcogen- chalcogen bond of disulfides, diselenides, and ditellurides. The resulting complexes have been found to t
Silica Gel-Catalyzed Addition of Thiophenol to α,β-Epoxysilanes and Epoxides. Synthesis of α-Hydroxyaldehyde Derivatives from α,β-Epoxysilanes
Raubo, P.,Wicha, J.
, p. 78 - 84 (2007/10/02)
(Trimethylsilyl)oxiranes react with thiophenol in the presence of silica gel to give regioselectively α-adducts.The adducts were transformed into the respective α-hydroxyaldehyde derivatives in a sequence of reactions involving oxidation of sulfide to sul
Synthesis of compounds with juvenile hormone activity; XXXI: Stereocontrolled synthesis of (+)-juvabione from a chiral sulfoxide
Watanabe,Shimizu,Mori
, p. 1249 - 1254 (2007/10/02)
A stereocontrolled synthesis of (+)-juvabione is described. The key step is a regioselective lithiation of a chiral (E)-butenyl sulfoxide 5 followed by stereoselective 1,4-addition to cyclohex-2-en-1-one. The chiral sulfoxide 5 was prepared by employing a
