1190619-21-6Relevant articles and documents
Convenient, enantioselective hydrosilylation of imines in protic media catalyzed by a Zn-trianglamine complex
Gajewy, Jadwiga,Gawronski, Jacek,Kwit, Marcin
, p. 3863 - 3870 (2011)
Chiral hexamine macrocycle derived from trans-1,2-diaminocyclohexane (DACH) in a complex with diethylzinc efficiently catalyzes the asymmetric hydrosilylation of N-phosphorylated aryl-alkyl or aryl-aryl ketimines in protic media with enantiomeric excess o
Design and Synthesis of Chiral Diene Ligands for RhI-Catalyzed Enantioselective Arylation of N-DPP-protected Aldimines: Synthesis of the Antifungal Agent Bifonazole
Syu, Jin-Fong,Lin, Huang-Ying,Cheng, Yu-Yi,Tsai, Yao-Chu,Ting, Yi-Ching,Kuo, Ting-Shen,Janmanchi, Damodar,Wu, Ping-Yu,Henschke, Julian P.,Wu, Hsyueh-Liang
supporting information, p. 14515 - 14522 (2017/10/23)
Herein we describe the design and synthesis of a novel family of bifunctional, chiral bicyclo[2.2.1]heptadiene ligands bearing aryl and secondary amido groups, and demonstrate their usefulness in the RhI-catalyzed enantioselective addition reaction of arylboronic acids to N-diphenylphosphinyl (N-DPP)-protected aldimines. Unlike the analogous RhI-catalysts comprising diene ligands substituted with aryl and carboxylic ester groups, or only with aryl groups, the addition reaction proceeded with high stereoselectivity. The protocol tolerated a range of N-DPP-aldimines and arylboronic acids, producing the desired optically active N-DPP-protected amines with yields between 31–99 % and with ee values up to 91–99 %. The synthetic utility of the method was demonstrated by the conversion of N-DPP-protected amine 3 ae into the antifungal agent, bifonazole (13).
