Carbonate strontium, with palladium catalyst

Palladium catalysts resemble closely the platinum catalysts. Palladium oxide (PdO) is prepared from palladium chloride and sodium nitrate by fusion at 575-600° [29,30]. Elemental palladium is obtained by reduction of palladium chloride with sodium borohydride [27, 31], Supported palladium catalysts are prepared with the contents of 5% or 10% of palladium on charcoal, calcium carbonate and barium sulfate [32], Sometimes a special support can increase the selectivity of palladium. Palladium on strontium carbonate (2%) was successfully used for reduction of just y, (5-double bond in a system of oc, / , y, (5-unsaturated ketone [ii]. 

The synthesis of lupeol starts with the cyclization of 6-methoxy-p-methyl-a-tetralone 28 with 4-7V 7V -dimethylamino-2-butanone methiodide in the presence of potassium /-butanolate to l,9,10,10a-tetrahydro-7-methoxy-3(2//)-phenanthrone 27. Reduction with sodium borohydride and subsequent hydrogenation of the enone CC double bond in the presence of palladium and strontium carbonate as slightly deactivated catalyst gives the oetahydrophenanthrol 26. Partial reduction of the benzenoid ring to the enone is aceomplished by lithium in liquid ammonia. The enone is derivatized to the benzoate 25 in order to protect the hydroxy group prior to the subsequent synthetic steps. 

The y, -double bond of a linear dienone is selectively reduced over palladium in the presence of a trace of base.15,62,85,86,137 Presaturation of the catalyst with hydrogen enhances the selectivity in the reaction.137 In the absence of base, the use of strontium carbonate or barium sulfate as a support for the palladium is preferred.56,57 A benzene solvent is also beneficial.78... 

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