14539-75-4Relevant academic research and scientific papers
An efficient and selective tosylation of alcohols with p-toluenesulfonic acid
Das, Biswanath,Reddy, V. Saidi,Reddy, M. Ravinder
, p. 6717 - 6719 (2004)
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
Syntheses of Chiral Menthyl and Neomenthyl Sulfides, Sulfoxides and Sulfones
Blanco, Jose Manuel,Caamano, Olga,Fernandez, Franco,Nieto, Isabel
, p. 538 - 541 (1995)
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
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.
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,
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
Chiral organolanthanides designed for asymmetric catalysis. Synthesis, characterization, and configurational interconversions of chiral, C1-symmetric organolanthanide halides, amides, and hydrocarbyls
Giardello, Michael A.,Conticello, Vincent P.,Brard, Laurent,Sabat, Michal,Rheingold, Arnold L.,Stern, Charlotte L.,Marks, Tobin J.
, p. 10212 - 10240 (2007/10/02)
This contribution describes the synthesis, structural systematics, absolute configurations, and structural interconversions of a series of C1-symmetric lanthanide chloro, hydrocarbyl, and amide complexes/precatalysts based on chiral chelating M
