66241-86-9Relevant academic research and scientific papers
Nucleophilic ring opening of mono-activated cyclopropanes with arylselenolates generated from diselenides in the presence of a Zn/AlCl 3 system
Nazari, Mohammad,Movassagh, Barahman
experimental part, p. 1803 - 1805 (2009/12/04)
An efficient one-pot synthesis of γ-arylselenenyl ketones, acids, and nitriles is presented. The method uses Zn/AlCl3-promoted cleavage of diselenides and subsequent ring-opening of mono-activated cyclopropanes. Georg Thieme Verlag Stuttgart.
Indium(I) bromide-mediated regioselective Markovnikov hydroselenation, diselenation and hydration of terminal alkynes with diphenyldiselenide in aqueous media
Peppe, Clovis,Lang, Ernesto Schulz,Ledesma, Gabriela Nanci,De Castro, Liérson Borges,Barros, Olga Soares Do Rego,De Azevedo Mello, Paola
, p. 3091 - 3094 (2007/10/03)
The indium(III) selenolate obtained from indium(I) bromide and diphenyldiselenide promotes, alternatively, the Markovnikov hydroselenation, diselenation or hydration of terminal alkynes, depending on the experimental conditions. Georg Thieme Verlag Stuttgart.
Indium(I) iodide-mediated chemio-, regio-, and stereoselective hydroselenation of 2-alkyn-1-ol derivatives
Do Rego Barros, Olga Soares,Lang, Ernesto Shulz,De Oliveira, Carlos Alberto Fernandes,Peppe, Clovis,Zeni, Gilson
, p. 7921 - 7923 (2007/10/03)
Indium(I) iodide efficiently promotes the chemio-, regio-, and stereoselective hydroselenation of 2-alkyn-1-ol derivatives with diphenyl diselenide to produce the Markovnikov adducts with stereochemistry corresponding to an anti addition of the selenol co
Phenyl Selenide Anion, a Superior Reagent for the SN2 Cleavage of Esters and Lactones
Liotta, Dennis,Sunay, Ustun,Santiesteban, Hector,Markiewicz, William
, p. 2605 - 2610 (2007/10/02)
The scope and limitations of SN2-type cleavages of esters and lactones with phenyl selenide anion are discussed.The reagent, when generated properly, is found to be an extremely potent nucleophile.However, its nucleophilicity can be greatly attenuated by varying the counterion and/or the degree of solvation of the anion.The reagent can be used in the presence of a variety of functional groups and exhibits a high degree of selectivity; e.g., methyl esters are selectively cleaved in the presence of ethyl esters.As the hindrance around the carbinol carbon increases, products derived from acyl oxygen cleavage are observed.The mechanistic implications of this are discussed.
