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Using the regiodirecting effect of a pivaloyloxy group, we prepared 4\u2010hydroxycarbazole, a precursor for the enantiospecific synthesis of the \u03b2\u2010adrenoreceptor antagonists (\u2212)\u2010(<jats:italic>S<\/jats:italic>)\u2010carazolol (<jats:bold>5<\/jats:bold>) and (\u2212)\u2010(<jats:italic>S<\/jats:italic>)\u2010carvedilol (<jats:bold>6<\/jats:bold>). Regioselective palladium(II)\u2010catalysed cyclisation of different diarylamines led to total synthesis of glycoborine (<jats:bold>7<\/jats:bold>) and the first total syntheses of the phytoalexin carbalexin A (<jats:bold>8<\/jats:bold>), glybomine A (<jats:bold>9<\/jats:bold>) and glybomine B (<jats:bold>10<\/jats:bold>). 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