34437-19-9Relevant academic research and scientific papers
Non- C2-Symmetric Chiral-at-Ruthenium Catalyst for Highly Efficient Enantioselective Intramolecular C(sp3)-H Amidation
Zhou, Zijun,Chen, Shuming,Hong, Yubiao,Winterling, Erik,Tan, Yuqi,Hemming, Marcel,Harms, Klaus,Houk,Meggers, Eric
supporting information, p. 19048 - 19057 (2019/12/04)
A new class of chiral ruthenium catalysts is introduced in which ruthenium is cyclometalated by two 7-methyl-1,7-phenanthrolinium heterocycles, resulting in chelating pyridylidene remote N-heterocyclic carbene ligands (rNHCs). The overall chirality results from a stereogenic metal center featuring either a or Δabsolute configuration. This work features the importance of the relative metal-centered stereochemistry. Only the non-C2-symmetric chiral-at-ruthenium complexes display unprecedented catalytic activity for the intramolecular C(sp3)-H amidation of 1,4,2-dioxazol-5-ones to provide chiral -lactams with up to 99:1 er and catalyst loadings down to 0.005 mol % (up to 11 ?200 TON), while the C2-symmetric diastereomer favors an undesired Curtius-type rearrangement. DFT calculations elucidate the origins of the superior C-H amidation reactivity displayed by the non-C2-symmetric catalysts compared to related C2-symmetric counterparts.
The organocatalytic highly enantioselective Knoevenagel condensation: applications in the synthesis of various chiral amide derivatives
Ashokkumar, Veeramanoharan,Siva, Ayyanar,Sankar, Balakrishnan
, p. 1939 - 1955 (2019/04/30)
Abstract: In this work, efficient organocatalysts were designed, synthesized and successfully applied to the Knoevenagel condensation. In this reaction, different α-branched aldehydes were treated with various malonate compounds to give the desired produc
Enantioselective iridium-catalyzed hydrogenation of β,γ- unsaturated carboxylic acids: An efficient approach to chiral 4-alkyl-4-aryl butanoic acids
Song, Song,Zhu, Shou-Fei,Yang, Shuang,Li, Shen,Zhou, Qi-Lin
supporting information; experimental part, p. 2708 - 2711 (2012/04/17)
Chiral acids: A highly enantioselective iridium-catalyzed hydrogenation of β,γ-unsaturated carboxylic acids is developed for the preparation of chiral 4-alkyl-4-aryl butanoic acids (see scheme). Copyright
Chiral conflict. The effect of temperature on the helical sense of a polymer controlled by the competition between structurally different enantiomers: From dilute solution to the lyotropic liquid crystal state
Tang, Kai,Green, Mark M.,Cheon, Kap Soo,Selinger, Jonathan V.,Garetz, Bruce A.
, p. 7313 - 7323 (2007/10/03)
Helical polymers appended with paired structurally different enantiomers, which have opposing helical sense preferences, yield a new kind of relationship between optical activity and temperature, and also reveal unusual details of the nature of chiral int
