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The net balance constitutes an intramolecular consumption of two hydrogen atoms for the Cbz-cleavage and the release of two further hydrogen atoms. Although the hydrogen-transfer process is likely to proceed in intramolecular fashion, we cannot exclude the competitive operation of intermolecular pathways.
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The following reactions support this assumption: Subjection of 3a to Pd/C-catalyzed aromatization afforded 2a in 75% yield. Identical reaction conditions did not effect Cbz-cleavage from 1a.
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