[reaction: see text] Palladium-catalyzed intramolecular carbon-carbon bond formation of aryl halides and amide-enolates gave 4-arylisoquinoline derivatives in good yields, which were further converted into the isoquinoline alkaloids cherylline and latifine.
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158ChemInform Abstract The hexahydro-1H-pyrrolizines (III) are prepared from the perchlorate (I) and the Grignard compounds (II). (IIIc) is converted to the salt (IV) which is cleaved and hydrogenated to form the perhydroazocine (V). (I) reacts with the malonate (VI) to give the adduct (VII). The enamine (VIII) and its dimer (IX) are obtained by treatment of (I) with bases. Reaction of (VIII) and (IX) with the malonic acid derivatives (X) produces the adducts (XI). The ester (XII) derived from (XIb) and (XIb) itself is reduced to give the alcohol (XIII) or the amine (XIV).
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