7630-74-2Relevant articles and documents
THREE BIS-DEHYDROAPORPHINES FROM OXANDRA CF. MAJOR
Arango, Gabriel,Cortes, Diego,Cave, Andre
, p. 1227 - 1229 (1987)
The structures of urabaine, N-methylurabaine and N,N'-dimethylurabaine, three new 7,7'-bis-dehydroaporphine alkaloids from Oxandra cf. major, have been elucidated by spectroscopic analysis and synthesis. - Key Word Index: Oxandra cf. major; Annonaceae; 7,7'-bisdehydroaporphine alkaloids; urabaine.
Total Syntheses of Aporphine Alkaloids via Benzyne Chemistry: An Approach to the Formation of Aporphine Cores
Rossini, Allan F. C.,Muraca, Ana Carolina A.,Casagrande, Gleison A.,Raminelli, Cristiano
, p. 10033 - 10040 (2015/11/03)
Total syntheses of lysicamine, (±)-nuciferine, (±)-nornuciferine, (±)-zanthoxyphylline iodide, (±)-O-methylisothebaine, and (±)-trimethoxynoraporphine were accomplished by an approach that involves the formation of aporphine cores through reactions betwee
The palladium(0) Suzuki cross-coupling reaction as the key step in the synthesis of aporphinoids
Suau,Rico,Nájera,Ortiz-López,López-Romero,Moreno-Ma?as,Roglans
, p. 5725 - 5735 (2007/10/03)
We report a flexible approach to the total synthesis of 4,5-dioxoaporphines based on the palladium(0) catalyzed Suzuki cross-coupling of phenylboronic acids with sterically hindered 2-bromo phenyl acetates or bromo phenyl acetamides, followed by sequential bicyclization of biarylacetamides promoted by oxalyl chloride/Lewis acid. The reduction of 4,5-dioxoaporphines provides a chemoselective entry to aporphines, dehydroaporphines and 4-hydroxy- dehydroaporphines. A three-steps total synthesis for (±)-O,O′- dimethylapomorphine from readily accessible precursors is also reported.