1173110-86-5Relevant articles and documents
Fe-Catalyzed radical-type difunctionalization of styrenes with aliphatic aldehydes and trimethylsilyl azide: Via a decarbonylative alkylation-azidation cascade
Li, Wei-Yu,Wang, Qi-Qiang,Yang, Luo
, p. 9987 - 9991 (2017)
A convenient Fe-catalyzed decarbonylative alkylation-azidation cascade reaction of styrene derivatives with aliphatic aldehydes and TMSN3 to provide aliphatic azides is developed. With DTBP as an oxidant and radical initiator, this reaction smoothly converts aliphatic aldehydes into 1°, 2° and 3° alkyl radicals and subsequently allows for the cascade construction of C(sp3)-C(sp3) and C(sp3)-N bonds via radical insertion and nucleophilic azidation.
Studies on diastereofacial selectivity of a chiral tert-butanesulfinimines for the preparation of (S)-3-Methyl-1-(2-piperidin-1-yl-phenyl)butylamine for the synthesis of repaglinide
Nagarajan, Periyandi,Rajendiran, Chinnapillai,Naidu,Dubey
, p. 9345 - 9350 (2013/11/19)
A new method for the asymmetric synthesis of a series of chiral amines including (S)-3-methyl-1-(2-piperidin-1-yl-phenyl)butylamine (2a) a key intermediate to prepare antidiabetic drug repaglinide by using Ellman's reagent tert-butanesulfinamide. Diastereoselective addition of organometallic reagents to t-butanesulfinimines and followed by acidic and basic treatment. The obtained chiral amines were characterized by NMR, MS and other analytical data.
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 (2007/10/03)
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.