61985-23-7Relevant articles and documents
Facile access to imidazole derivatives: Carboxylic acids and δ-lactones
Rivera-Hernández, Alejandro,López-Jimeno, Isabel S.,Carmona-Reyes, Genaro A.,Alfredo-Toscano,Penieres-Carrillo, José Guillemo,álvarez-Toledano, Cecilio
, p. 4829 - 4832 (2015)
The nucleophilic addition of bis-(TMS)ketene acetals to doubly N-activated imidazole under mild conditions, leads to their corresponding dihydroimidazolyl carboxylic acids in a first instance. Subsequent reaction of these acids can be efficiently turned i
Enantioselective Syntheses of Strychnos and Chelidonium Alkaloids through Regio- and Stereocontrolled Cooperative Catalysis
Fyfe, James W. B.,Hutchings-Goetz, Luke S.,Snaddon, Thomas N.,Yang, Chao
supporting information, p. 17556 - 17564 (2020/08/14)
We describe enantioselective syntheses of strychnos and chelidonium alkaloids. In the first case, indole acetic acid esters were established as excellent partner nucleophiles for enantioselective cooperative isothiourea/Pd catalyzed α-alkylation. This provides products containing indole-bearing stereocenters in high yield and with excellent levels of enantioinduction in a manner that is notably independent of the N-substituent. This led to concise syntheses of (?)-akuammicine and (?)-strychnine. In the second case, the poor performance of ortho-substituted cinnamyl electrophiles in the enantioselective cooperative isothiourea/Ir catalyzed α-alkylation was overcome by appropriate substituent choice, leading to enantioselective syntheses of (+)-chelidonine, (+)-norchelidonine, and (+)-chelamine.
Palladium-catalyzed C3-benzylation of indoles
Zhu, Ye,Rawal, Viresh H.
supporting information; experimental part, p. 111 - 114 (2012/03/07)
A general method for regioselective C3-benzylation of indoles has been developed. Various 3-substituted indoles and benzyl methyl carbonates with different electronic properties react under mild conditions to afford a diverse range of 3-benzylindolenine products in good yields.