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Communication | Regular issue | Vol 3, No. 4, 1975, pp.297-300
Published online, 1st January, 1970
DOI: 10.3987/R-1975-04-0297
The Origin of the Methylenoxy Bridge in Some Isoquinoline Alkaloids

Maurice Shamma* and Jerome L. Moniot

*Department of Chemistry, The Pennsylvania State University, York Campus, P1031 Edgecomb Avenue, York, Pennsylvania 17403, U.S.A.


The isolation of nantenine methochloride (1) from T. polygamum points to an oxonium ion being involved in the biogenesis of the methylenoxy bridge of thalphenine (3). Oxonium ions are also implicated in the formation of insularine (7), cissampareine (9), and reponduline (12).