158014-83-6Relevant articles and documents
Large scale synthesis of 4′-(4-bromophenyl)-2,2′:6′,2″-terpyridine and nature of the mysterious green by-product
Siemeling, Ulrich,Der Brüggen, Jens Vor,Vorfeld, Udo,Stammler, Anja,Stammler, Hans-Georg
, p. 443 - 446 (2003)
4′-(4-Bromophenyl)-2,2′:6′,2″-terpyridine (5) was prepared on a large scale (up to 100 g batches) from 2-[3-(4-bromophenyl)-1-oxoprop-2-enyl]pyridine (3a) and N-[2-oxo-2-(2-pyridyl)-ethyl]pyridinium iodide (4). In the presence of substoichiometric amounts
An Efficient Cyclic Di-AMP Based Artificial Metalloribozyme for Enantioselective Diels–Alder Reactions
Qi, Qianqian,Lv, Shuting,Hao, Min,Dong, Xingchen,Gu, Youkun,Wu, Peizhe,Zhang, Wenyue,Chen, Yashao,Wang, Changhao
, p. 4417 - 4424 (2020/06/17)
The diverse structures of nucleic acids as scaffolds have brought the significant advancement for DNA-based enantioselective catalysis, yet RNA-based enantioselective catalysis is lacking investigation. Herein, we report a small, natural RNA of cyclic di-AMP (c-di-AMP) and Cu2+ ions assemble into an artificial metalloribozyme (c-di-AMP·Cu2+), that could effectively catalyze the enantioselective Diels–Alder reactions with up to 80 percent ee. The enantioselective catalytic performance of c-di-AMP·Cu2+ has been studied by thorough investigations of different metal cofactors, c-di-AMP/Cu2+ molar ratios, additives, buffers and c-di-AMP analogues. In addition, the assembly of c-di-AMP·Cu2+ gives rise to 300-fold and 5-fold rate acceleration compared to the uncatalyzed reaction and Cu2+ ions, respectively. This work provides a simple and efficient strategy to construct the RNA-based catalysts that would expand the current nucleic acids-based catalysis and might hint the possible catalytic RNA in primordial chemistry.
N-Heterocyclic carbene-catalyzed diastereoselective synthesis of β-lactone-fused cyclopentanes using homoenolate annulation reaction
Mukherjee, Subrata,Mondal, Santigopal,Patra, Atanu,Gonnade, Rajesh G.,Biju, Akkattu T.
supporting information, p. 9559 - 9562 (2015/06/08)
NHC-catalyzed annulation of enals with 2-enoylpyridines or 2-enoylpyridine N-oxides leading to the diastereoselective synthesis of β-lactone-fused cyclopentanes is reported. The reaction proceeds via the generation of homoenolate equivalent intermediates and tolerates a broad range of functional groups.