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- Marton, J., et al.
(författare)
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Isomerization reactions of 7-substituted 6,14-bridged thebaine derivatives (Bentley compounds)
- 1998
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Ingår i: Acta Chemica Scandinavica. - : Danish Chemical Society. - 0904-213X .- 1902-3103. ; 52:10, s. 1234-1238
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Tidskriftsartikel (refereegranskat)abstract
- Equilibration of the 7α→7β isomers of 7-subslituted 6,14-ethenomorphinanes has been accomplished, for the first time, in dipolar aprotic solvents by the application of bases with weak nucleophilic character. Transformation of the 7β-nitrile with phenylmagnesium bromide led to a new type of 6,6′-dimeric compound.
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2. |
- Marton, J., et al.
(författare)
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Studies on the synthesis of β-thevinone derivatives
- 1998
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Ingår i: Tetrahedron. - : Elsevier BV. - 0040-4020 .- 1464-5416. ; 54:31, s. 9143-9152
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Tidskriftsartikel (refereegranskat)abstract
- The reactions of β-thevinone and β-dihydrothevinone with tert- butylmagnesium chloride and n-propylmagnesium bromide were investigated. Further chemical transformations (N-demethylation, N-alkylation, O- demethylation) of the tertiary alcohols afforded the known β-buprenorphine and the hitherto unknown β-etorphine and β-dihydroetorphine. The by- products of these reactions were also isolated, their structures identified, and the mode of their formation was explained.
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