Asymmetric synthesis and absolute stereochemistry of the alkaloies araliopsine, isoplatydesmine, and ribalinine. Dual mechanism for a dihydrofuroquinolone–dihydropyranoquinolone rearrangement
- 1 January 1978
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 14,p. 624-626
- https://doi.org/10.1039/c39780000624
Abstract
(+)-Isoplatydesmine (4), (+)-araliopsine (3), and (-)-ribalinine (7) were obtained by asymmetric synthesis, and the absolute stereochemistry of each alkaloid was studied; reduction in optical purity in a rearrangement of dihydrofuro- into dihydropyrano-quinolones is attributed to competing reactions.Keywords
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