438497-46-2Relevant articles and documents
Kinetic resolution of allylic alcohols promoted by electrophilic selenium reagents
Santi,Tiecco,Testaferri,Tomassini,Marini,Bagnoli,Temperini
, p. 1071 - 1075 (2007/10/03)
The first example of a kinetic resolution process promoted by an electrophilic selenium reagent is reported. Racemic allylic alcohols react with half equivalents of a selenenylating agent in methanol leading to the regiospecific formation of the corresponding addition products with a very high level of facial selectivity (98% de). The unreacted alcohol can be recovered in a optically enriched form (92% ee). Copyright Taylor & Francis Inc.
A chiral electrophilic selenium reagent to promote the kinetic resolution of racemic allylic alcohols
Tiecco, Marcello,Testaferri, Lorenzo,Santi, Claudio,Tomassini, Cristina,Bonini, Rosaria,Marini, Francesca,Bagnoli, Luana,Temperini, Andrea
, p. 4751 - 4753 (2007/10/03)
(Chemical Equation Presented) The first example of a kinetic resolution process promoted by electrophilic selenium reagents is reported. Racemic allylic alcohols react with half equivalents of a selenenylating agent in methanol leading to the regiospecific formation of the corresponding addition products with a very high level of facial selectivity (from 95:5 to 98:2 dr). The unreacted alcohols can be recovered in an optically enriched form (from 90 to 94% ee).
Asymmetric azidoselenenylation of alkenes: A key step for the synthesis of enantiomerically enriched nitrogen-containing compounds
Tiecco, Marcello,Testaferri, Lorenzo,Santi, Claudio,Tomassini, Cristina,Marini, Francesca,Bagnoli, Luana,Temperini, Andrea
, p. 3131 - 3133 (2007/10/03)
Chiral, nonracemic azidoselenides such as 2 are useful intermediates for the synthesis of enantiomerically enriched nitrogen-containing compounds (e.g. 3). The asymmetric electrophilic azidoselenenylation of a variety of alkenes with the sulfur-containing
Efficient asymmetric selenocyclizations of alkenyl oximes into cyclic nitrones and 1,2-oxazines promoted by sulfur containing diselenides
Tiecco, Marcello,Testaferri, Lorenzo,Bagnoli, Luana,Purgatorio, Valentina,Temperini, Andrea,Marini, Francesca,Santi, Claudio
, p. 3297 - 3304 (2007/10/03)
Treatment of the di-2-[(1S)-1-(methylthio)ethyl]phenyl diselenide or of the di-2-methoxy-6-[(1S)-1-methylthio)ethyl]phenyl diselenide with bromine and silver triflate afforded the corresponding electrophilic selenylating triflates which were used in situ