Incorporation of chiral [1-2H]cadaverines into the quinolizidine alkaloids sparteine, lupanine, and angustifoline
- 1 January 1984
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 22,p. 1477-1479
- https://doi.org/10.1039/c39840001477
Abstract
2 H N.m.r. Spectroscopy has been used to establish the labelling patterns in sparteine (3), lupanine (5), and angustifoline (7), derived biosynthetically from (R)-[1-2H]-(8) and (S)[1-2H]-cadaverine (9); the presence of 2H at C-17 in these three alkaloids from the former precursor (8) demonstrates that 17-oxosparteine cannot be an intermediate in quinolizidine alkaloid biosynthesis.Keywords
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