Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
SYNTHESIS OF GIBBERALLIN A1, A5. A55 AND A60. METAL-AMMONIA REDUCTION OF GIBBERELLIC ACID AND ITS DERIVATIVE
Masanao SHIMANOHiroto NAGAOKAYasuji YAMADA
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JOURNAL FREE ACCESS

1990 Volume 38 Issue 1 Pages 276-278

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Abstract
Treatment of gibberellic acid (1) and 13-O-methoxymethylgibberellic acid (2) with lithium diisopropylamide (LDA), and then with Li in liquid ammonia gave 3-hydroxy diacid 4 and 5, respectively. From the diacid 5, gibberellin A55 (10) and gibberellin A1 (12) were synthesized. Without LDA treatment prior to Li-liquid ammonia reduction, 1 gave diacid 8 from which gibberellin A60 (14) and gibberelin A5 (17) were synthesized.
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© The Pharmaceutical Society of Japan
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