484068-26-0Relevant academic research and scientific papers
A total synthesis of (+)-negamycin through isoxazolidine allylation
Bates, Roderick W.,Khanizeman, Rab'Iah Nisha,Hirao, Hajime,Tay, Yu Shan,Sae-Lao, Patcharaporn
, p. 4879 - 4884 (2014/07/07)
The β-amino acid antibiotic (+)-negamycin has been synthesised in ten steps from epichlorohydrin via Sakurai allylation of an isoxazolidine intermediate. The key allylation reaction proceeded with complete trans-selectivity, which is attributed to electrostatic attraction between the chlorine atom and the iminium ion in the Sakurai intermediate. This journal is the Partner Organisations 2014.
O-alkenyl hydroxylamines: A new concept for cyclofunctionalization
Bates, Roderick W.,Sa-Ei, Kanicha
, p. 4225 - 4227 (2007/10/03)
(equation presented) Treatment of O-homoallylhydroxylamines with palladium(II) and copper(II) in the presence of a base, methanol, and carbon monoxide results in the formation of isooxazolidines. An electron-withdrawing group on the hydroxylamine nitrogen
