New optically active lactams having a bicyclo[3.2.1]octene or -octane skeleton were synthesized from d-glucuronic acid. The key step is an intramolecular cyclization of N-(p-methoxybenzyl)-1,2,3,4-tetra-O-acetyl-d-glucuronamide with simultaneous elimination of acetic acid molecules.
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Hashimoto et al. (1991) studied this question.
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