78590-01-9Relevant academic research and scientific papers
Design and synthesis of new chiral pyridine-phosphite ligands for the copper-catalyzed enantioselective conjugate addition of diethylzinc to acyclic enones
Xie, Yinjun,Huang, Hanmin,Mo, Weimin,Fan, Xiangqun,Shen, Zhiqiang,Shen, Zhenlu,Sun, Nan,Hu, Baoxiang,Hu, Xinquan
, p. 1425 - 1432 (2009)
A series of new chiral pyridine-phosphite ligands have been prepared from (R)-pyridyl alcohols and BINOL-derived chlorophosphite, and successfully employed in the copper-catalyzed enantioselective conjugate addition of diethylzinc to acyclic enones. Using the simple and inexpensive CuBr2 as a precursor, the enantioselective additions to various substituted acyclic enones afforded products in high yields and good enantioselectivities (up to 92% ee).
Applications of Organolithium and Related Reagents in Synthesis. Part 3. A General Study of the Reaction of Lithium Alkyls with Pyridine Ketones
Epsztajn, Jan,Bieniek, Adam
, p. 213 - 220 (2007/10/02)
The reaction of MeLi and PhLi with acetylpyridines (1a-c) and their annelated derivatives (2a), (2b), (3), and (4) has been examined.The 3- and 4-pyridyl ketones (1b), (1c), (3), and (4) gave similar results to acetophenone and 3,4-dihydronaphthalen-1(2H)-one.In the case of the 2-pyridyl ketones (1a), (2a), and (2b) unexpectedly low yields of products resulted from the addition of RLi to the carbonyl group; the reaction was efficiently enhanced by initially adding an additional amount of LiBr.These results were accounted for by the chelation of RLi or LiBr by the 2-pyridyl ketones.
