135682-14-3Relevant academic research and scientific papers
Estereoselectividad de la Adicion de Reactivos de Aluminio y de Magnesio a ((S)R)-2-p-Tolilsulfinilciclohexanonas
Bueno, Ana B.,Carreno, M. Carmen,Ruano, Jose L. Garcia
, p. 442 - 451 (2007/10/02)
The results obtained in the reactions of ((S)R)-2-p-tolylsulfinyl cyclohexanones with several aluminum and magnesium reagents are reported.High diastereoselectivities are observed in the presence of ZnBr2 regardeless of the metal and the nature of the organic residue added (alkyl, aryl, vinyl or ethynyl).An efficient 1,3-asymmetric induction process controlled by the sulfoxide gives rise to tertiary alkylcarbinols with a defined configuration of the new stereogenic center.Key words: ketosulfoxides, nucleophilic addition, optically pure tertiary carbinols, aluminum and Grignard reagents.
Behaviour of 2-p-tolylsulfinyl cyclohexanols under the pummerer reaction conditions
Bueno,Carreno,Garcia Ruano,Rubio
, p. 251 - 254 (2007/10/02)
The reactions of the chiral 2-p-tolylsulfinyl cyclohexanols with Ac2O/NaOAc (or (CF3CO)2O/Py) at r.t. yielded the 2-p-tolylsulfenyl-2-cyclohexenyl acetates, which cannot be hydrolyzed into the α-hydroxyketones. The 1-methy
Reactions of chiral 2-p-tolylsulfinycycloalkanones with AlMe3
Bueno, Ana B.,Carmen Carreno,Fischer, Jean,Garcia Ruano,Pena, Begona,Penas, Lorenzo,Rubio, Almudena
, p. 3191 - 3194 (2007/10/02)
The reactions of (S2,Rs) and (R2,Rs)-2-p-tolylsulfinylcyclohexanones with AlMe3/ZnClz only yield the cyclohexylmethylcarbinols with R configuration at hydroxylic carbon. The (R1,S2,Rs)-1-methyl-2-p-tolysulfinylcyclopentanol was the only compound obtained in the reaction of Me3Al with both epimeric 2-p-lolysulfinyleyclopentanones. The d.e. of both reactions are higher than 96%.
