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Enantioselective Diels-Alder reactions with left-handed G-quadruplex DNA-based catalysts
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作者 Kun Chen Zhiyong He +2 位作者 Wei Xiong Chun-Jiang Wang Xiang Zhou 《Chinese Chemical Letters》 SCIE CAS CSCD 2021年第5期1701-1704,共4页
Since the discovery of left-handed G-quadruplex(L-G4)structure formed by natural DNA,there has been a growing interest in its potential functions.This study utilised it to catalyse enantioselective Diels-Alder reactio... Since the discovery of left-handed G-quadruplex(L-G4)structure formed by natural DNA,there has been a growing interest in its potential functions.This study utilised it to catalyse enantioselective Diels-Alder reactions,considering its different optical rotation compared to an ordinary G4.It was determined that when L-G4 was used with a combination of copper(Ⅱ)ions,there was a good enantioselectivity(-52%ee)without further addition of ligands.When further consideration was given by adding G4 ligands,G4 was further stabilised,even obtaining a better enantioselectivity(up to-80%ee).Moreover,when using ligands that have regulatory effects on G4,the ee value can be adjusted.In this work,a minimal left-handed G4 was reported.A follow-up study was also con ducted,which recovers that the minimal left-handed G4 remains its catalytic effect and enantioselectivity,but is not so effective as the former case.This indicates that a complete G4 structure is relatively conducive to chiral catalysis. 展开更多
关键词 Diels-Alder reaction Left-handed G-quadruplex Asymmetric catalysis enantioselectiv ity G-quadruplex ligand
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