1609397-33-2Relevant academic research and scientific papers
Enantioselective Aminomethylamination of Conjugated Dienes with Aminals Enabled by Chiral Palladium Complex-Catalyzed C-N Bond Activation
Liu, Yang,Xie, Yinjun,Wang, Hongli,Huang, Hanmin
, p. 4314 - 4317 (2016)
A novel highly enantioselective aminomethylamination of conjugated dienes with aminals catalyzed by a chiral palladium complex ligated with BINOL-derived chiral diphosphinite has been successfully developed. This reaction proceeds via a Pd-catalyzed cascade C-N bond activation, aminomethylation, and asymmetric allylic amination reaction under mild reaction conditions, providing a unique and efficient strategy for the synthesis of enantiomerically pure allylic 1,3-diamines.
A highly selective synthesis of 1-substituted (E)-buta-1,3-dienes with 4,4,5,5-tetramethyl-2-vinyl-1,3,2-dioxaborolane as building block
Szudkowska-Fratczak, Justyna,Ryba, Aline,Franczyk, Adrian,Walkowiak, Jedrzej,Kubicki, Maciej,Pawluc, Piotr
, p. 137 - 139 (2014)
Highly selective synthesis of 1-substituted (E)-buta-1,3-dienes via palladium-catalyzed Suzuki-Miyaura cross-coupling of (E)-alkenyl iodides with 4,4,5,5-tetramethyl-2-vinyl-1,3,2-dioxaborolane (1) is reported. The vinylboronate pinacol ester (1) acts as a vinyl building block to show high chemoselectivity for the Suzuki-Miyaura pathway versus Heck coupling in the presence of biphasic conditions (Pd(PPh3)4, aqueous K 2CO3, toluene and ethanol). Copyright
Photoinduced Palladium-Catalyzed Carbofunctionalization of Conjugated Dienes Proceeding via Radical-Polar Crossover Scenario: 1,2-Aminoalkylation and beyond
Gevorgyan, Vladimir,Kurandina, Daria,Shing Cheung, Kelvin Pak,Yata, Tetsuji
supporting information, p. 9932 - 9937 (2020/06/27)
A photoinduced palladium-catalyzed 1,2-carbofunctionalization of conjugated dienes has been developed. This mild modular approach, which does not require employment of exogeneous photosensitizers and external oxidants, allows for efficient and highly regio- and stereoselective synthesis of a broad range of allylic amines from readily available 1,3-dienes, alkyl iodides, and amines. Employment of O- and C-nucleophiles toward oxyalkylation and dialkylation products was also demonstrated. A putative π-allyl palladium radical-polar crossover path is proposed as a key event in this three-component coupling process. The utility of this protocol is highlighted by its application for derivatization of several amine-containing drugs.
Cu-Catalyzed highly regioselective 1,2-hydrocarboxylation of 1,3-dienes with CO2
Zhang, Penglin,Zhou, Zhanglang,Zhang, Rumeng,Zhao, Qian,Zhang, Chun
supporting information, p. 11469 - 11472 (2020/10/12)
A practical copper-catalyzed highly regioselective 1,2-hydrocarboxylation of terminal 1,3-diene with carbon dioxide has been developed. Under mild reaction conditions, this chemistry afforded 2-benzyl-β,γ-unsaturated acid derivatives as products, which are a kind of important unit for bio-active molecules and versatile precursors for organic synthesis, with good functional group tolerance. The key intermediate in this transformation is illustrated by control experiments.
