215927-32-5Relevant academic research and scientific papers
N-Tert-butyldimethylsilyl imines as intermediates for the synthesis of amines and ketones
Ortiz-Marciales, Margarita,Tirado, Liz M.,Colon, Roberto,Ufret, Maria L.,Figueroa, Ruth,Lebron, Marisabel,DeJesus, Melvin,Martinez, Johanna,Malave, Tania
, p. 4067 - 4075 (1998)
Grignard reagents add to benzonitrile at low temperature catalyzed by CuBr and TBSCl affording N-TBS ketimines, which were investigated as intermediaries for the synthesis of primary amines and ketones. N- silylimines were easily obtained by an organolithium addition to benzonitrile followed by a reaction with TBSCl in CH2Cl2. In situ reduction of these imines by BH3 and 1,3,2-oxazaborolidines 1 or 2 as chiral templates afforded the corresponding amines with modest to good enantiomeric excess.
