(±)-Ochrobirine (1) has been synthesised through a Pictet–Spengler reaction of 3,4-methylenedioxyphenethylamine (2) with 2,2-dihydroxy-6,7-methylenedioxyindane-1,3-dione (8), followed by N-methylation and stereoselective reduction with sodium borohydride.
T. Kametani, S. Hibino and S. Takano, J. Chem. Soc., Perkin Trans. 1, 1972, 391 DOI: 10.1039/P19720000391
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