Journal of the Chemical Society. Perkin transactions I p. 2010 - 2015 (1981)
Update date:2022-08-05
Topics:
Battersby, Alan R.
Jones, Raymond C. F.
Kazlauskas, Rymantas
Ottridge, Anthony P.
Poupat, Christiane
Staunton, James
Degradative schemes are reported for the alkaloids hasubanonine (1) and protostephanine (2) of Stephania japonica to allow labelling patterns to be determined.Acetolysis of (1) leads eventually to a phenanthrene (5c) by removal of the ethanamine bridge.N-Methylation and Hofmann elimination of (2) gives one major olefinic product, assigned structure (6a) from 1H n.m.r. data and confirmed by synthesis of specifically 13C-labelled material.
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