223526-92-9Relevant academic research and scientific papers
Overcoming the Deallylation Problem: Palladium(II)-Catalyzed Chemo-, Regio-, and Stereoselective Allylic Oxidation of Aryl Allyl Ether, Amine, and Amino Acids
Begam, Hasina Mamataj,Jana, Ranjan,Manna, Kartic,Samanta, Krishanu
, p. 7443 - 7449 (2020/10/09)
We report herein a Pd(II)/bis-sulfoxide-catalyzed intramolecular allylic C-H acetoxylation of aryl allyl ether, amine, and amino acids with the retention of a labile allyl moiety. Mechanistically, the reaction proceeds through a distinct double-bond isomerization from the allylic to the vinylic position followed by intramolecular carboxypalladation and the β-hydride elimination pathway. For the first time, C-H oxidation of N-allyl-protected amino acids to furnish five-membered heterocycles through 1,3-syn-addition is established with excellent diastereoselectivity.
An intramolecular azomethine ylide-alkene cycloaddition approach to pyrrolo[3,2-c]quinolines-synthesis of a C2-truncated martinelline model
Mahmud, Hossen,Lovely, Carl J,Rasika Dias
, p. 4095 - 4105 (2007/10/03)
The hexahydropyrrolo[3,2-c]quinoline core found in the Martinella alkaloids was constructed through an intramolecular [3+2] azomethine ylide-alkene cycloaddition. Some chemical manipulations of the tricycle are reported.
An approach to the pyrroloquinoline core of martinelline and martinellic acid
Lovely, Carl J.,Mahmud, Hossen
, p. 2079 - 2082 (2007/10/03)
An expedient method for the assembly of the pyrroloquinoline skeleton found in the martinelline alkaloids using a [3+2] cycloaddition of an azomethine ylide and an alkene has been developed.
