15732-75-9Relevant articles and documents
Asymmetric Alkoxy- and Hydroxy-Carbonylations of Functionalized Alkenes Assisted by β-Carbonyl Groups
Dong, Kaiwu,Ji, Xiaolei,Ren, Xinyi,Shen, Chaoren,Tang, Lin,Tian, Xinxin,Wang, Zhen
supporting information, p. 17693 - 17700 (2021/07/10)
As a fundamental type of carbonylation reaction, the alkoxy- and hydroxy-carbonylation of unsaturated hydrocarbons constitutes one of the most important industrial applications of homogeneous catalysis. However, owing to the difficulties in controlling multi-selectivities for asymmetric hydrocarbonylation of alkenes, this reaction is typically limited to vinylarenes and analogues. In this work, a highly efficient asymmetric alkoxy- and hydroxy-carbonylation of β-carbonyl functionalized alkenes was developed, providing practical and easy access to various densely functionalized chiral molecules with high optical purity from broadly available alkenes, CO, and nucleophiles (>90 examples, 84–99 % ee). This protocol features mild reaction conditions and a broad substrate scope, and the products can be readily transformed into a diverse array of chiral heterocycles. Control experiments revealed the key role of the β-carbonyl group in determining the enantioselectivity and promoting the activity, which facilitates chiral induction by coordination to the transition metal as rationalized by DFT calculations. The strategy of utilizing an innate functional group as the directing group on the alkene substrate might find further applications in catalytic asymmetric hydrocarbonylation reactions.
Enzyme-Inspired Chiral Secondary-Phosphine-Oxide Ligand with Dual Noncovalent Interactions for Asymmetric Hydrogenation
Chen, Caiyou,Zhang, Zhefan,Jin, Shicheng,Fan, Xiangru,Geng, Mingyu,Zhou, Yan,Wen, Songwei,Wang, Xinrui,Chung, Lung Wa,Dong, Xiu-Qin,Zhang, Xumu
supporting information, p. 6808 - 6812 (2017/06/06)
Inspired by the unique character of enzymes, we developed novel chiral SPO (secondary-phosphine-oxide) ligand (SPO-Wudaphos) which can enter into both ion pair and H-bond noncovalent interactions. The novel chiral SPO-Wudaphos exhibited excellent results
Synthesis and hypotensive activity of some 6-(substituted aryl)-4-methyl-2,3-dihydropyridazin-3-ones
Siddiqui, Anees A.,Wani, Sachin M.
, p. 1574 - 1579 (2007/10/03)
6-(Substituted aryl)-4-methyl-2,3-dihydropyridazin-3-ones are synthesized by cyclisation of appropriate β-(substituted aroyl)-2-methylene propionate with hydrazine hydrate in the presence of sodium acetate. The title compounds are tested for hypotensive activity, non-invasively, by tail-cuff method and are found to possess significant hypotensive activity in normotensive rats.