Enantioselective Diels-Alder Reactions with G-Quadruplex DNA-Based Catalysts

被引:126
作者
Wang, Changhao [1 ]
Jia, Guoqing [1 ]
Zhou, Jun [1 ]
Li, Yinghao [1 ]
Liu, Yan [1 ]
Lu, Shengmei [1 ]
Li, Can [1 ]
机构
[1] Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China
基金
中国国家自然科学基金;
关键词
asymmetric catalysis; cycloaddition; Diels-Alder reaction; DNA; sequence-dependence; CARBON BOND FORMATION; ASYMMETRIC CATALYSIS; MACROPHOMATE SYNTHASE; DEFICIENT CONDITIONS; ORGANIC-SYNTHESIS; STRUCTURAL BASIS; RNA; WATER; CHEMISTRY; SEQUENCE;
D O I
10.1002/anie.201204850
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
DNA in command: An enantioselective Diels-Alder reaction can be achieved using human telomeric G-quadruplex DNA-based catalysts. The absolute configuration of the product can be reversed when the conformation of G-quadruplex DNA is switched from antiparallel to parallel, and both the reaction rate and the enantioselectivity of the Diels-Alder reaction were found to be dependent on the DNA sequence. © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:9352 / 9355
页数:4
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