Synthesis of (+)-Juvabione, a Compoud with Juvenile Hormone Activity

(+)-Juvabione 1 was synthesized by employing (1R, 4S, 6S)-6-hydroxybicyclo[2.2.2] octan-2-one 2 as a chiral source. (+)-Juvabione 1 shows juvenile hormone activity, and its racemate has been repeatedly synthesized.1)Optically active 1 was synthesized by Pawson et al. from (+)-limonene, 2) and by Tro...

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Veröffentlicht in:Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 1992-10, Vol.56 (10), p.1589
Hauptverfasser: NAGANO, Eiki, MORI, Kenji
Format: Artikel
Sprache:eng
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Zusammenfassung:(+)-Juvabione 1 was synthesized by employing (1R, 4S, 6S)-6-hydroxybicyclo[2.2.2] octan-2-one 2 as a chiral source. (+)-Juvabione 1 shows juvenile hormone activity, and its racemate has been repeatedly synthesized.1)Optically active 1 was synthesized by Pawson et al. from (+)-limonene, 2) and by Trost et al. from (+)-perillaldehyde.3) However, their syntheses were not at all efficient for providing a suitable smount of optically active 1.
ISSN:0916-8451
1347-6947