247236-71-1Relevant articles and documents
Conversion of racemic alcohols to optically pure amine precursors enabled by catalyst dynamic kinetic resolution: Experiment and computation
Azofra, Luis Miguel,Tran, Mai Anh,Zubar, Viktoriia,Cavallo, Luigi,Rueping, Magnus,El-Sepelgy, Osama
supporting information, p. 9094 - 9097 (2020/10/02)
An unprecedented base metal catalysed asymmetric synthesis of α-chiral amine precursors from racemic alcohols is reported. This redox-neutral reaction utilises a bench-stable manganese complex and Ellman's sulfinamide as a versatile ammonia surrogate. DFT
Iridium-catalyzed diastereoselective amination of alcohols with chiral: Tert-butanesulfinamide by the use of a borrowing hydrogen methodology
Xi, Xiaomei,Li, Yongjie,Wang, Guannan,Xu, Guangda,Shang, Lina,Zhang, Yao,Xia, Lixin
supporting information, p. 7651 - 7654 (2019/08/30)
An iridium-catalyzed diastereoselective amination of alcohols with chiral tert-butanesulfinamide was developed under basic conditions, affording the optically active secondary sulfinamides in high yields and diastereoselectivities. The removal of the sulfinyl group from sulfonamides allowed a facile access to a wide range of α-chiral primary amines. This synthetic strategy was further applied in the synthesis of the marketed pharmaceuticals (S)-rivastigmine and NPS R-568.
From racemic alcohols to enantiopure amines: Ru-catalyzed diastereoselective amination
Oldenhuis, Nathan J.,Dong, Vy M.,Guan, Zhibin
supporting information, p. 12548 - 12551 (2014/12/10)
A commercially available ruthenium(II) PNP-type pincer catalyst (Ru-Macho) promotes the formation of α-chiral tert-butanesulfinylamines from racemic secondary alcohols and Ellmans chiral tert-butanesulfinamide via a hydrogen borrowing strategy. The formation of α-chiral tert-butanesulfinylamines occurs in yields ranging from 31% to 89% with most examples giving >95:5 dr.
