
Tetrahedron p. 5823 - 5830 (1993)
Update date:2022-08-03
Topics:
Planchenault
Dhal
Robin
A systematic study of oxidants used in fluoro acid medium allowed us to increase notably the number of efficient reagents for the non-phenolic oxidative coupling of lignan and alkaloid precursors. If dibenzylbutanolide had no methylenedioxyle group, Re2O7 and RuO2.2H2O were the most efficient. With a methylenedioxyle group, best results were obtained with Tl2O3, Mn(OAc)3.2H2O and Ce(OH)4. Finally, aporphines were obtained with good yields with Ce(OH)4, RuO2.2H2O and Fe(OH)(OAc)2.
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