New Regioselective Total Syntheses of Antibiotic Renierol, Renierol Acetate, and Renierol Propionate from the 5-Oxygenated Isoquinoline

Nagako KUWABARA; Hiroyuki HAYASHI; Noriko HIRAMATSU; Tominari CHOSHI; Eiichi SUGINO; Satoshi HIBINO

doi:10.1248/cpb.47.1805

Nagako KUWABARA, Hiroyuki HAYASHI, Noriko HIRAMATSU, Tominari CHOSHI, Eiichi SUGINO, Satoshi HIBINO

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Keywords: renierol, renierol acetate, renierol propionate, regioselective synthesis, electrocyclic reaction, 5-oxygenated isoquinoline

JOURNAL FREE ACCESS

1999 Volume 47 Issue 12 Pages 1805-1807

DOI https://doi.org/10.1248/cpb.47.1805

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Abstract

New total syntheses of renierol (3), renierol acetate (4), and renierol propionate (5) were completed by the synthesis of 5-oxygenated isoquinoline (6) based on the thermal electrocyclic reaction of the 1-azahexatriene system followed by regioselective oxidations of 5-hydroxyisoquinolines (6).

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