1394351-05-3Relevant academic research and scientific papers
An Unexpected inversion of enantioselectivity in a copper-catalyzed intramolecular desymmetric aryl C-N coupling reaction
Liu, Jiangguang,Yan, Jiajie,Qin, Dongguang,Cai, Qian
, p. 1917 - 1923 (2014/07/22)
Enantioselective formation of indolines was achieved through desymmetrization of α,α-bis(2-iodobenzyl)glycines under the catalysis of copper(I) iodide and (2S,3aS,7aS)-octahydro-1H-Aindole-2-carboxylic acid. An unexpected inversion of enantioselectivity was observed when achiral additives such as 4-(N,N-dimethylamino)pyridine were added which work together with the ligand. The configuration-reversed products were obtained in moderate yields as well as moderate ee values. Georg Thieme Verlag Stuttgart New York.
Development and challenges in copper-catalyzed asymmetric Ullmann-type coupling reactions
Cai, Qian,Zhou, Fengtao
, p. 408 - 411 (2013/03/29)
Ullmann-type coupling is one of the most powerful methods for the formation of aryl C-C, C-N, and C-O bonds. Yet asymmetric Ullmann coupling has received little attention because of the great challenges in both ligand and reaction designs. The success of the first catalytic enantioselective intramolecular Ullmann C-N coupling reaction through an asymmetric desymmetrization strategy offers a new way to develop enantioselective variants of such reactions. This paper addresses the importance of the desymmetrization strategy in Ullmann-type couplings and outlines some future directions in this field. Georg Thieme Verlag Stuttgart · New York.
Copper-catalyzed desymmetric intramolecular Ullmann C-N coupling: An enantioselective preparation of indolines
Zhou, Fengtao,Guo, Jiajia,Liu, Jianguang,Ding, Ke,Yu, Shouyun,Cai, Qian
, p. 14326 - 14329 (2012/10/29)
The first highly enantioselective copper-catalyzed intramolecular Ullmann C-N coupling reaction has been developed. The asymmetric desymmetrization of 1,3-bis(2-iodoaryl)propan-2-amines catalyzed by CuI/(R)-BINOL-derived ligands led to the enantioselectiv
