2230-82-2Relevant academic research and scientific papers
Chirality transfer through sulfur or selenium to chiral propellers
Skowronek, Pawel,cianowski, Jacek,Pacula, Agata J.,Gawroski, Jacek
, p. 69441 - 69444 (2015/09/01)
The mechanism of chirality transfer from a chiral alkyl substituent to a trityl moiety through sulfur or selenium atoms is analysed and discussed on the basis of ECD measurements, DFT structure and ECD spectra calculations. It is shown that the presence o
Synthesis of new monoterpene sulfonylimidazoles
Demakova,Sudarikov,Rubtsova,Frolova,Kuchin
scheme or table, p. 38 - 42 (2012/07/28)
Sulfonylimidazoles of monoterpenes of menthane, pinane, and carane nature were synthesized in 83-98% yields.
Clarification of the stereochemical course of nucleophilic substitution of arylsulfonate-based nucleophile assisting leaving groups
Braddock, D. Christopher,Pouwer, Rebecca H.,Burton, Jonathan W.,Broadwith, Phillip
supporting information; experimental part, p. 6042 - 6049 (2009/12/24)
(Chemical Equation Presented) Secondary alcohols modified as tosylates, PEG-sulfonates, or quisylates undergo inversion of configuration at the reacting center when treated with lithium halide in acetone at reflux, where the PEG-sulfonates and quisylates are substantially more reactive. In sterically hindered cases, elimination is a competing process. In contrast, when treated with TiCl4, simple secondary sulfonates give chloride products with partial inversion of configuration. Any observed retention of configuration in a given alkyl sulfonate substrate under these conditions is likely due to neighboring group participation or diastereoselective attack on a carbocation (or ion pair) rather than an SNi mechanism.
An efficient organocatalyzed interconversion of silyl ethers to tosylates using DBU and p-toluenesulfonyl fluoride
Gembus, Vincent,Marsais, Francis,Levacher, Vincent
experimental part, p. 1463 - 1466 (2009/04/07)
A mild and efficient interconversion from silyl ethers to sulfonates esters is reported with good yields. This silyl-sulfonyl exchange proceeds readily in acetonitrile at room temperature in the presence of p-toluenesulfonyl fluoride and a catalytic amount of 1,8-diazabicyclo[5.4.0]undec-7ene (DBU). This method can be used with trimethysilyl (TMS), triethylsilyl (TES) and tert-butyldimethylsilyl (TBDMS) ethers. Georg Thieme Verlag Stuttgart.
Syntheses and reactions of new optically active terpene dialkyl diselenides
Scianowski, Jacek,Rafinski, Zbigniew,Wojtczak, Andrzej
, p. 3216 - 3225 (2007/10/03)
The reaction of sodium diselenide with optically active alkyl tosylates or chlorides is found to be a useful method for the synthesis of optically active dialkyl diselenides. Optically active monoterpene diselenides derived from menthane, carane, pinane,
An efficient and selective tosylation of alcohols with p-toluenesulfonic acid
Das, Biswanath,Reddy, V. Saidi,Reddy, M. Ravinder
, p. 6717 - 6719 (2007/10/03)
Silica chloride has been found to be an efficient catalyst for facile tosylation of alcohols directly with p-toluenesulfonic acid in methylene chloride under reflux. The process is associated with selective tosylation of secondary alcohols over primary al
Cobalt(II) catalyzed tosylation of alcohols with p-toluenesulfonic acid
Velusamy, Subbarayan,Kumar, J. S. Kiran,Punniyamurthy
, p. 203 - 205 (2007/10/03)
Cobalt(II) chloride hexahydrate (CoCl2·6H2O) has been found to catalyze the tosylation of both aliphatic and aromatic alcohols with p-toluenesulfonic acid (p-TsOH) in high yields in 1,2-dichloroethane under reflux (ca. 80°C). In the
ZrCl4 as an efficient catalyst for selective tosylation of alcohols with p-toluenesulfonic acid
Das, Biswanath,Reddy, Vtukuri Saidi
, p. 1428 - 1429 (2007/10/03)
Tosylation of alcohols has directly been carried out with p-toluenesulfonic acid in methylene chloride under reflux using ZrCl4 as a catalyst. Primary alcohols were found to be tosylated chemoselectively over secondary alcohols.
Mechanisms of stereocontrol for doubly silylene-bridged Cs- and Cl-symmetric zirconocene catalysts for propylene polymerization. Synthesis and molecular structure of Li2[(1,2-Me2Si)2{C5H
Veghini, Dario,Henling, Lawrence M.,Burkhardt, Terry J.,Bercaw, John E.
, p. 564 - 573 (2007/10/03)
Veghini, Dario,Henling, Lawrence M.,Burkhardt, Terry J.,Bercaw, John E.
, p. 564 - 573 (2007/10/03)
Doubly [SiMe2]-bridged metallocenes (1,2-SiMe2)2{η5-C5H 2-4-R}{η5-C5H-3,5-(CHMe2) 2}ZrCl2 (R = H (1a), CHMe2 (1b), SiMesub
Syntheses of Chiral Menthyl and Neomenthyl Sulfides, Sulfoxides and Sulfones
Blanco, Jose Manuel,Caamano, Olga,Fernandez, Franco,Nieto, Isabel
, p. 538 - 541 (2007/10/03)
Attempts to synthesize stereospecifically menthanethiol (2) and menthyl thiocyanate (3) from suitable electrophilic neomenthyl substrates (4a-c) and a variety of sulfur nucleophiles failed or predominatly led to β-elimination products.Almost quantitative
