1370352-27-4Relevant academic research and scientific papers
Confinement-Driven Enantioselectivity in 3D Porous Chiral Covalent Organic Frameworks
Hou, Bang,Yang, Shi,Yang, Kuiwei,Han, Xing,Tang, Xianhui,Liu, Yan,Jiang, Jianwen,Cui, Yong
, p. 6086 - 6093 (2021)
3D covalent organic frameworks (COFs) with well-defined porous channels are shown to be capable of inducing chiral molecular catalysts from non-enantioselective to highly enantioselective in catalyzing organic transformations. By condensations of a tetrahedral tetraamine and two linear dialdehydes derived from enantiopure 1,1′-binaphthol (BINOL), two chiral 3D COFs with a 9-fold or 11-fold interpenetrated diamondoid framework are prepared. Enhanced Br?nsted acidity was observed for the chiral BINOL units that are uniformly distributed within the tubular channels compared to the non-immobilized acids. This facilitates the Br?nsted acid catalysis of cyclocondensation of aldehydes and anthranilamides to produce 2,3-dihydroquinazolinones. DFT calculations show the COF catalyst provides preferential secondary interactions between the substrate and framework to induce enantioselectivities that are not achievable in homogeneous systems.
Investigation of the enantioselective synthesis of 2,3- Dihydroquinazolinones Using Sc(III)- Inda -pybox
Prakash, Muthuraj,Jayakumar, Samydurai,Kesavan, Venkitasamy
supporting information, p. 2265 - 2272 (2013/09/02)
Derivatives of 2,3-dihydroquinazolinones (2,3-DHQZs) are prized for their prevalent pharmaceutical applications. Although there are potential applications, methods available for the enantioselective synthesis of these valuable compounds are scarce, since the chiral aminal center is prone to racemization. We have overcome the difficulties in the catalytic enantioselective synthesis of 2,3-DHQZs using Sc(III)-inda-pybox as a catalyst, in a process with a broad substrate scope. Georg Thieme Verlag Stuttgart. New York.
Highly enantioselective synthesis of 2,3-dihydroquinazolinones through intramolecular amidation of imines
Prakash, Muthuraj,Kesavan, Venkitasamy
supporting information; experimental part, p. 1896 - 1899 (2012/05/20)
Enantioselective synthesis of 2,3-dihydroquinazolinones (DHQZs) was accomplished using readily available Sc(III)-inda-pybox as the catalyst. This is the first report on the metal catalyzed asymmetric intramolecular amidation of imines to synthesize DHQZs.
