Stereochemistry of pyrrolizidine alkaloid biosynthesis: incorporation of chiral [2-2H]putrescines into retrorsine
- 1 January 1985
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 20,p. 1450-1452
- https://doi.org/10.1039/c39850001450
Abstract
Feeding experiments with (2R)- and (2S)-[2-2H]putrescine on Senecio isatideus plants have shown that hydroxylation at C-7 of retronecine proceeds with retention of configuration and formation of the 1,2-double bond involves removal of the pro-S hydrogen and retention of the pro-R hydrogen at C-2 of retronecine.Keywords
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