42858-50-4Relevant academic research and scientific papers
Synthesis of α,β-unsaturated carbonyl compounds via a visible-light-promoted organocatalytic aerobic oxidation
Zhang, Junlin,Wang, Leming,Liu, Qi,Yang, Zhen,Huang, Yong
supporting information, p. 11662 - 11664 (2013/12/04)
α,β-Unsaturated ketones and aldehydes have been synthesized from their corresponding silyl enol ethers in a straightforward protocol involving a visible-light promoted organocatalytic, aerobic oxidation reaction. A cheap organic dye was used catalytically in these reactions as the photosensitizer.
Thiophosphates and selenophosphates in organic synthesis. A new approach to exocyclic olefins and bicyclic enones
Skowrońska, Aleksandra,Krawczyk, Ewa,Koprowski, Marek,Dybowski, Piotr
, p. 409 - 412 (2007/10/03)
Efficient synthesis of α-methylene-cycloalkanones, α-methylene-lactones and α-alkylidene-lactones as well as bicyclic enones were developed using thiophosphates 3, 9, 15 and selenophosphates 4 as key intermediates.
A Simple, Effective, New, Palladium-Catalyzed Conversion of Enol Silanes to Enones and Enals
Larock, Richard C.,Hightower, Timothy R.,Kraus, George A.,Hahn, Pat,Zheng, Deye
, p. 2423 - 2426 (2007/10/02)
Enol silanes derived from aldehydes and ketones are readily converted to the corresponding α,β-unsaturated carbonyl compounds by 10percent Pd(OAc)2 in the presence of one atmosphere of oxygen in DMSO as the solvent.
β-Trichlorostannyl Ketones and Aldehydes. Preparation and Facile Amine-Induced Dehydrostannation Leading to α-Methylene Ketones and Aldehydes
Nakahira, Hiroyuki,Ryu, Ilhyong,Ikebe, Masanobu,Oku, Yoshiaki,Ogawa, Akiya,et al.
, p. 17 - 28 (2007/10/02)
Ring-opening reactions of siloxycyclopropanes 1 with SnCl4 take place under mild reaction conditions and site-selectively to give β-trichlorostannyl ketones and aldehydes 3 in high yields.The β-trichlorostannyl ketones and aldehydes thus obtained readily undergo base-induced dehydrotrichlorostannation at room temperature to give the corresponding α-methylene ketones and aldehydes 4.The reactions are quite general for amines, such as pyridine, triethylamine, N,N,N',N',-tetramethylethylenediamine (TMEDA), and 1,4-diazabicyclooctane (DABCO), and the yields are good to high.One-pot conversion from siloxycyclopropanes 1 to α-methylene ketones or aldehydes 4 by consecutive treatment of 1 with SnCl4 and TMEDA is also successful.The 1H NMR, 13C NMR, 119Sn NMR, and IR spectral properties of β-stannyl ketones and aldehydes are also reported.
