5326-50-1Relevant articles and documents
Chemoselective γ-Oxidation of β,γ-Unsaturated Amides with TEMPO
Heindl, Sebastian,Lemmerer, Miran,Malzer, Nicolas,Matyasovsky, Ján,Maulide, Nuno,Riomet, Margaux
supporting information, p. 19123 - 19127 (2021/07/26)
A chemoselective and robust protocol for the γ-oxidation of β,γ-unsaturated amides is reported. In this method, electrophilic amide activation, in a rare application to unsaturated amides, enables a regioselective reaction with TEMPO resulting in the title products. Radical cyclisation reactions and oxidation of the synthesised products highlight the synthetic utility of the products obtained.
Iron(0)-Mediated Reformatsky Reaction for the Synthesis of β-Hydroxyl Carbonyl Compounds
Liu, Xuan-Yu,Li, Xiang-Rui,Zhang, Chen,Chu, Xue-Qiang,Rao, Weidong,Loh, Teck-Peng,Shen, Zhi-Liang
supporting information, p. 5873 - 5878 (2019/08/20)
An efficient, economical, and practical Reformatsky reaction of α-halo carbonyl compounds with aldehydes/ketones by using cheap and commercial iron(0) powder as reaction mediator is developed. The reactions proceeded effectively in the presence of a catalytic amount of iodine (20 mol %) to afford the synthetically useful β-hydroxyl carbonyl compounds in moderate to good yields.
Synthesis of β-Keto Lactone with Basic Skeleton of Przewalskin B
Liu, Jing-Ping,Wang, Li-Qin,Zhao, Yong,Zhao, Yan,He, Ying-Hui,Wang, Zi-Rong,Zhang, Hong-Bin
, p. 1412 - 1415 (2016/09/23)
The synthesis of β-keto lactone was completed using cyclohexanone as starting material. The α,β-unsaturated lactone was obtained through Reformatsky reaction and iodolactonization. The aforementioned lactone was converted into target compound 1 (β-keto lactone) by Nef oxidation and Claisen condensation in six steps with 17.9% overall yield.
