STUDIES ON THE SYNTHESIS OF BETA-THEVINONE DERIVATIVES

Authors
MARTON J SZABO Z GARADNAY S MIKLOS S MAKLEIT S
Citation
J. Marton et al., STUDIES ON THE SYNTHESIS OF BETA-THEVINONE DERIVATIVES, Tetrahedron, 54(31), 1998, pp. 9143-9152
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
31
Year of publication
1998
Pages
9143 - 9152
Database
ISI
SICI code
0040-4020(1998)54:31<9143:SOTSOB>2.0.ZU;2-C
Abstract
The reactions of beta-thevinone and beta-dihydrothevinone with tert.-b utylmagnesium chloride and n-propylmagnesium bromide were investigated . Further chemical transformations (N-demethylation, N-alkylation, O-d emethylation) of the tertiary alcohols afforded the known beta-bupreno rphine and the hitherto unknown beta-etorphine and beta-dihydroetorphi ne. The by-products of these reactions were also isolated, their struc tures identified, and the mode of their formation was explained. (C) 1 998 Elsevier Science Ltd. All rights reserved.