Issue 0, 1967

Quinoline alkaloids. Part IX. A partial asymmetric synthesis of orixine

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.

Article information

Article type
Paper

J. Chem. Soc. C, 1967, 2368-2371

Quinoline alkaloids. Part IX. A partial asymmetric synthesis of orixine

R. M. Bowman and M. F. Grundon, J. Chem. Soc. C, 1967, 2368 DOI: 10.1039/J39670002368

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