Unsaturated alcohols and amines react with carbon monoxide and hydrogen, in the presence of a catalytic amount of palladium acetate and a phosphine ligand, to afford selectively heterocycle-substituted γ- and δ-lactones and lactams. The distribution of five- and six-membered ring compounds can be modulated by an appropriate combination of solvent and phosphine ligand. The five-membered products are formed in two isomeric forms trans and cis with a modest diasteroselectivity (trans>cis).
Palladium-catalyzed cyclocarbonilation of unsaturated alcohols and amines. Chemoselective synthesis of heterocycle-substituted γ- and δ-lactones and lactams.
GRANITO, Catia;TROISI, Luigino;RONZINI, Ludovico
2004-01-01
Abstract
Unsaturated alcohols and amines react with carbon monoxide and hydrogen, in the presence of a catalytic amount of palladium acetate and a phosphine ligand, to afford selectively heterocycle-substituted γ- and δ-lactones and lactams. The distribution of five- and six-membered ring compounds can be modulated by an appropriate combination of solvent and phosphine ligand. The five-membered products are formed in two isomeric forms trans and cis with a modest diasteroselectivity (trans>cis).File in questo prodotto:
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