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Syntheses of cis and trans 2 methoxy 4 5 methylenedioxycinnamoyl piperidide and revised structure of a new alkaloid from piper peepuloides



Syntheses of cis and trans 2 methoxy 4 5 methylenedioxycinnamoyl piperidide and revised structure of a new alkaloid from piper peepuloides



Phytochemistry (Oxford) 18(11): 1865-1868



The structure of a new alkaloid isolated from P. peepuloides was revised as 2-methoxy-4,5-methylenedioxy-cis-cinnamoylpiperidide. The revision is based upon spectral evidence and syntheses of both isomers. The synthesis of the cis isomer was accomplished through an intermediate obtained by a novel ring opening of the coumarin, ayapin, using sodium hydride and methyl iodide in tetrahydrofuran.

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Accession: 006559716

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