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Abstract dl-α-Dihydrocaranone (XII) has been synthesized stereoselectively, using the ring-closure reaction via benzyne intermediate of N-(2-bromo-4,5-methylenedioxybenzyl)octahydroindole-6-one (X) with lithium piperidide in tetrahydrofuran. dl-γ-Lycorane (III) has been obtained by the Hauptmann reduction of XII.
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Ueda et al. (1966) studied this question.
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