Quinoline alkaloids. Part IX. A partial asymmetric synthesis of orixine
- 1 January 1967
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- Vol. 22, 2368-2371
- https://doi.org/10.1039/j39670002368
Abstract
Oxidation of 2,4-dimethoxy-3-(3-methylbut-2-enyl)-7,8-methylenedioxyquinoline with (+)-peroxycamphoric acid furnished a (–)-epoxide which was converted via a (+)-secondary monoformate into the (+)-diol, orixine. The absolute stereochemistry of the alkaloid is discussed.Keywords
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