Abstract
Abstract Two new versatile protected precursors of substituted boldine (1) derivatives have been synthesized, isolated, and fully characterized: 9‐O‐methoxymethylboldine (5) and 2,9‐O,O′‐dimethoxymethylboldine (6). There was no evidence of the presence of 2‐O‐methoxymethylboldine (7) in the reaction mixture. These compounds are expected to exhibit an ortho‐directing capacity for further aromatic substitution, which constitutes an attractive alternative to the electrophilic substitution of unprotected boldine, as the methoxymethyl group can be easily removed under mild conditions.
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