51411-28-0Relevant articles and documents
A New Class of Redox Isomerization of N-Alkylpropargylamines into N-Alkylideneallylamines Catalyzed by a ReBr(CO)5/Amine N-oxide System
Fukumoto, Yoshiya,Okazaki, Natsuki,Chatani, Naoto
supporting information, p. 1760 - 1765 (2019/03/11)
Redox isomerization reaction wherein N-alkylpropargylamines are converted into N-alkylideneallylamines in the presence of rhenium(I) complexes as catalysts is described. Among the additives tested, certain pyridine N-oxides and tertiary amine N-oxides wer
Photocatalytic and Chemoselective Transfer Hydrogenation of Diarylimines in Batch and Continuous Flow
Van As, Dean J.,Connell, Timothy U.,Brzozowski, Martin,Scully, Andrew D.,Polyzos, Anastasios
supporting information, p. 905 - 908 (2018/02/22)
A visible-light photocalytic method for the chemoselective transfer hydrogenation of imines in batch and continuous flow is described. The reaction utilizes Et3N as both hydrogen source and single-electron donor, enabling the selective reduction of imines derived from diarylketimines containing other reducible functional groups including nitriles, halides, esters, and ketones. The dual role of Et3N was confirmed by fluorescence quenching measurements, transient absorption spectroscopy, and deuterium-labeling studies. Continuous-flow processing facilitates straightforward scale-up of the reaction.
Convenient method for synthesis of N-protected α-amino epoxides: Key intermediates for HIV protease inhibitors
Blacker, A. John,Roy, Mita,Hariharan, Sivaramkrishanan,Headley, Catherine,Upare, Abhay,Jagtap, Ashutosh,Wankhede, Karuna,Mishra, Sushil Kumar,Dube, Dagadu,Bhise, Sanjay,Vishwasrao, Sandesh,Kadam, Nitin
, p. 331 - 338 (2013/01/10)
A convenient method for synthesis of 2R,3S and 2S,3S N-Boc phenylalanine epoxides using readily available allylamine is described. Previous methods employed multistep synthetic routes from l-phenyl alanine that include use of m-chloroperbenzoic acid (m-CPBA) and a chromatographic method for purification of the desired diastereomers. Column purification could be eliminated by bringing in much improvement in the existing process. The process was further enhanced by replacing m-CPBA with oxone, an ecofriendly reagent advantageous for commercial application. The overall green process discussed involves the recovery and recycling of enantiomers of chiral allyl amines and judicial separation of diastereomers of the epoxides using simple economical methods.
