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

Helvetica Chimica Acta

Volumn 89, Issue 5, 2006, Pages 861-869

  Kalinin, Valery N ^a   Shishkov, Igor V ^a   Moiseev, Sergey K ^a   Shults, Elvira E ^b   Tolstikov, Genrikh A ^b   Sosnina, Natalia I ^a   Petrovskii, Pavel V ^a   Lyssenko, Konstantin A ^a   Schmidhammer, Helmut ^c  

^a A N NESMEYANOV INSTITUTE OF ORGANOELEMENT COMPOUNDS   (Russian Federation)

^b N N VOROZHTSOV NOVOSIBIRSK INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

^c UNIVERSITY OF INNSBRUCK   (Austria)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; DERIVATIVES; MOLECULAR STRUCTURE; PALLADIUM; REACTION KINETICS; X RAY DIFFRACTION ANALYSIS;

2-PHENYLETHENYLATION; 7,8-FUSED MORPHINE ALKALOID; CODEINE; DIENOPHILES;

ORGANIC COMPOUNDS;

19 [(PHENYLETHENYL)]THEVINONE; 6,14 ENDO ETHENO 6,7,8,14 TETRAHYDROTHEBAINE; 8 [(2 PHENYLETHENYL)]CODEINE; 8 [(2 PHENYLETHENYL)]CODEINONE DIMETHYL KETAL; 8 [(2 PHENYLETHENYL)]THEBAINE; ACETAL DERIVATIVE; ALKADIENE; CODEINE; DIENOPHILE DERIVATIVE; IMIDE; KETONE DERIVATIVE; METHYLVINYL KETONE; MORPHINE DERIVATIVE; N PHENYLMALEIMIDE; PALLADIUM; THEBAINE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL REACTION; DIELS ALDER REACTION; PRIORITY JOURNAL; STRUCTURE ANALYSIS; SUBSTITUTION REACTION; X RAY DIFFRACTION;

EID: 33744955982     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/hlca.200690088     Document Type: Article

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