18829-55-5Relevant articles and documents
Reactivity of 3-Nitro-5,6-Dihydro-4H-Pyran with Organoalanes: Preparation of (E)-α, β-Ethylenic Aldehydes
Menicagli, Rita,Guagnano, Vito,Malanga, Corrado
, p. 1871 - 1876 (1994)
3-Nitro-5,6-dihydro-4H-pyran reacts with organoalanes and gives 1,4 addition products.In suitable hydrolysis conditions, the reaction results in the formation of aldehydes that are C1-homologues of the chain transferred by the alane.
Alkene-Zipper Catalyzed Selective and Remote Retro-ene Reaction of Alkenyl Cyclopropylcarbinol
Bruffaerts, Jeffrey,Vasseur, Alexandre,Marek, Ilan
, p. 1389 - 1396 (2018)
Reminiscent of biological systems, the increasingly popular concept of remote activation allows a greater strategic synthetic flexibility for the development of novel synthetic organic methodologies. In this Communication, we report that commercially available ruthenium (II)-based “alkene zipper catalyst” enables the selective transformation of a large variety of ω-alkenyl cyclopropylcarbinols into stereodefined unconjugated (E)-acyclic aldehydes bearing a quaternary stereocenter through an isomerization followed by a retro-ene reaction. To unravel this peculiar catalytic property of the “alkene zipper” and shed some light on the mechanism, a series of control experiments were performed. (Figure presented.).
An efficient Pd@Pro-GO heterogeneous catalyst for the α, β-dehydrogenation of saturated aldehyde and ketones
Pan, Gao-Fei,Wang, Zhe,Chang, Yi-Yuan,Hao, Yue,Wang, Yi-Chen,Xing, Rui-Guang
supporting information, (2021/12/30)
An Efficient Pd@Pro-GO heterogeneous catalyst was developed that can promote the α, β-dehydrogenation of saturated aldehyde and ketones in the yield of 73% ? 92% at mild conditions without extra oxidants and additives. Pd@Pro-GO heterogeneous catalyst was synthesized via two steps: firstly, the Pro-GO was obtained by the esterification reaction between graphene oxide (GO) and N-(tert-Butoxycarbonyl)-L-proline (Boc-Pro-OH), followed by removing the protection group tert-Butoxycarbonyl (Boc), which endowed the proline-functionalized GO with both the lewis acid site (COOH) and the bronsted base site (NH), besides, the pyrrolidine of proline also can form imine with aldehydes to activate these substrates; Second, palladium was dispersed on the proline-functionalized GO (Pro-GO) to obtained heterogeneous catalyst Pd@Pro-GO. Mechanistic studies have shown that the Pd@Pro-GO-catalyzed α,β-dehydrogenation of saturated aldehyde and ketones was realized by an improved heterogeneously catalyzed Saegusa oxidation reaction. Based on the obove characteristics, the Pd@Pro-GO will be widely used in the transition metal catalytic field.
Fe3O4 Nanoparticles Anchored on Carbon Serve the Dual Role of Catalyst and Magnetically Recoverable Entity in the Aerobic Oxidation of Alcohols
Geng, Longlong,Zheng, Bin,Wang, Xiang,Zhang, Wenxiang,Wu, Shujie,Jia, Mingjun,Yan, Wenfu,Liu, Gang
, p. 805 - 811 (2016/03/05)
A composite of Fe3O4 nanoparticles anchored on a carbon support (Fe3O4/C), possessing both superparamagnetism and molecular oxygen activating properties, was prepared by an ammonia-assisted precipitation method. Fe3O4/C could catalyze the selective oxidation of various benzyl alcohols with air as the oxidant source, and could be easily separated and recycled with an external magnet. The small particle size and the interaction between the Fe3O4 nanoparticles and carbon support endow the Fe3O4/C catalyst with relatively high reducibility. Its oxidation state is easy to change. This intrinsic property of the Fe3O4 nanoparticles could be responsible for the high activity of Fe3O4/C in the aerobic oxidation of alcohols.
