160983-64-2Relevant academic research and scientific papers
Synthesis of chiral, enantiopure allylic amines by the Julia olefination of α-amino esters
Benedetti, Fabio,Berti, Federico,Fanfoni, Lidia,Garbo, Michele,Regini, Giorgia,Felluga, Fulvia
, (2016)
The four-step conversion of a series of N-Boc-protected L-amino acid methyl esters into enantiopure N-Boc allylamines by a modified Julia olefination is described. Key steps include the reaction of a lithiated phenylalkylsulfone with amino esters, giving chiral β-ketosulfones, and the reductive elimination of related α-acetoxysulfones. The overall transformation takes place under mild conditions, with good yields, and without loss of stereochemical integrity, being in this respect superior to the conventional Julia reaction of α-amino aldehydes.
Allylsilanes derived from aminoacids in the synthesis of piperidine and pyrrolidins derivatives
Franciotti, Maurizio,Mann, Andre,Mordini, Alessandro,Taddei, Maurizio
, p. 1355 - 1358 (2007/10/02)
Allylsilanes preapared from α-aminoacids react with acyl chlorides in the presence of TiCl4 to give unsaturated amino ketones, easily transformed into pyrrolidine derivatives, whereas addition to aldehydes gave 2,6-disubstituted tetrahydropyrid
