903893-74-3Relevant academic research and scientific papers
On the features of reactivity of 8-[(1E)-2-phenylethenyl]-substituted thebaine and codeinone derivatives
Moiseev,Shishkov,Kalinin
, p. 557 - 560 (2011/11/05)
An improved method for the synthesis of 8-[(1E)-2-phenylethenyl]codeinone dimethyl ketal was described. The ability of [(1E)-2-phenylethenyl] substituent to stabilize effectively the π-system of the ring C is responsible for the essential difference in both the reactivity and the compositions of products formed in the reactions of the corresponding substituted and unsubstituted codeinone and thebaine derivatives.
Palladium-catalyzed 2-phenylethenylation of codeine: 8-[(1E)-2- phenylethenyl]codeinone dimethyl ketal as the unexpected 'masked' diene for the preparation of 19-substituted Diels-Alder adducts of thebaine
Kalinin, Valery N.,Shishkov, Igor V.,Moiseev, Sergey K.,Shults, Elvira E.,Tolstikov, Genrikh A.,Sosnina, Natalia I.,Petrovskii, Pavel V.,Lyssenko, Konstantin A.,Schmidhammer, Helmut
, p. 861 - 869 (2007/10/03)
In a search for starting materials for the preparation of 7,8-fused morphine alkaloid derivatives, 8-[(1 E-2-phenylethenyl]codeinone dimethyl ketal (4) and 8-[(1E-2-phenylethenyl]codeine (5) were prepared. These dienes were used as substrates in the Diels
