921936-95-0Relevant academic research and scientific papers
Synthesis of Air- and Moisture-Stable, Storable Chiral Oxorhenium Complexes and Their Application as Catalysts for the Enantioselective Imine Reduction
Das, Braja Gopal,Nallagonda, Rajender,Dey, Dhananjay,Ghorai, Prasanta
, p. 12601 - 12605 (2015/09/01)
Air-/moisture-stable, crystalline, and storable chiral salicyloxazoline based oxorhenium(V) complexes have been synthesized and their catalytic application for the asymmetric reduction of ketimines using hydrosilane as hydride source is disclosed. A broad substrate scope, high yields, and excellent enantioselectivities (up to 99 %) are attained. Furthermore, the syntheses of enantiopure α-amino esters, γ- and δ-lactams, and isoindolinones have also been carried out using this methodology. Finally, the method has been applied to synthetic targets of pharmaceutical relevance, such as R-(+)-salsolidine and R-(+)-crispine A.
Enantioselective Strecker reaction of phosphinoyl ketoimines catalyzed by in situ prepared chiral N,N′-dioxides
Huang, Jinglun,Liu, Xiaohua,Wen, Yuehong,Qin, Bo,Feng, Xiaoming
, p. 204 - 208 (2007/10/03)
The enantioselective Strecker reaction of N-diphenylphosphinoyl ketoimines has been achieved by use of in situ prepared chiral N,N′-dioxide catalyst from L-piperidinamide 3f and m-chloroperoxybenzoic acid (m-CPBA). Excellent yields (up to 99%) and high enantioselectivities (up to 92% ee) were obtained. In particular, in situ prepared catalyst with readily available chiral material made the procedure more convenient. Moreover, the L-piperidinamide 3f-derived N,N′-dioxide 9 could be recycled and reused at least five times without any loss of either catalytic activity or enantioselectivity.
