125997-01-5Relevant academic research and scientific papers
Pd-catalyzed domino carbonylative-decarboxylative allylation: An easy and selective monoallylation of ketones
Giboulot, Steven,Liron, Frederic,Prestat, Guillaume,Wahl, Benoit,Sauthier, Mathieu,Castanet, Yves,Mortreux, Andre,Poli, Giovanni
, p. 5889 - 5891 (2012)
In the presence of an allyl alcohol, α-chloroacetophenones undergo an allyloxycarbonylation reaction followed by in situ decarboxylative allylation to selectively afford the corresponding monoallylated ketones via a Pd-catalyzed domino sequence. The scope of the reaction was extended to substituted α-chloroacetophenones as well as various allyl alcohols.
Highly Enantioselective Construction of Dihydrooxazines via Pd-Catalyzed Asymmetric Carboetherification
Li, Na,Sun, Baozhen,Liu, Shuang,Zhao, Jinbo,Zhang, Qian
, p. 190 - 193 (2020/01/02)
A straightforward synthesis of highly enantioenriched 5,6-dihydro-4H-1,2-oxazines is realized by Pd-catalyzed asymmetric carboetherification of γ,δ-alkenyl oximes with (hetero)aryl and alkenyl halides in the presence of a commercially available bisphosphine ligand. The enantioenriched products can be facilely converted to functionalized alcohols with high fidelity of chiral transfer.
Copper-Catalyzed Cope-Type Hydroamination of Nonactivated Olefins toward Cyclic Nitrones: Scope, Mechanism, and Enantioselective Process Development
Zhang, Mengru,Liu, Shuang,Li, Hexin,Guo, Yajing,Li, Na,Guan, Meihui,Mehfooz, Haroon,Zhao, Jinbo,Zhang, Qian
, p. 12620 - 12627 (2019/09/16)
The catalytic synthesis of cyclic nitrones, an important type of functional molecules for both synthetic chemistry and related fields, remains underdeveloped. Herein we report the copper-catalyzed Cope-type hydroamination of oximes with pendant nonactivated olefins, which enables facile access to a series of five- and six-membered cyclic nitrones under mild conditions. In this study, heterocycle-tethered oximes were employed in the Cope-type hydroamination reaction for the first time. High enantioselectivity was achieved for carbon-tethered γ,δ-vinyl oximes to afford enantioenriched five-membered cyclic nitrones. The results of preliminary mechanistic studies indicate a mononuclear catalytic species and a unified catalytic pathway over a large temperature range.
Selective α-monoallylation of phenyl ketones and benzocycloalkanones under microwave irradiation
Cid, José M.,Romera, Juan L.,Trabanco, Andrés A.
, p. 1133 - 1136 (2007/10/03)
A method for the selective α-monoallylation of phenyl ketones and benzocycloalkanones with allyl alcohol under microwave irradation is described. The corresponding α-allyl ketones are obtained in moderate to good yields with only minor quantities of diallylation by-products.
Mechanism of the palladium dichloride catalyzed cope rearrangement of acyclic dienes. A substituent effect study
Overman, Larry E.,Renaldo, Alfred F.
, p. 3945 - 3949 (2007/10/02)
The PdCl2-catalyzed Cope rearrangement of eight 2-aryl-1,5-hexadienes was studied. No simple substituent effect relationship was found, since the catalyzed-rearrangement rate was decreased by introducing both electron-withdrawing and electron-d
