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Bulletin of the Chemical Society of Japan
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Bulletin of the Chemical Society of Japan
Article . 1991 . Peer-reviewed
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https://dx.doi.org/10.1246/bcs...
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The Synthesis of Hyptol and Its C-15 Epimer from (+)-Dehydroabietic Acid

descriptionPublicationkeyboard_double_arrow_right Article 01 Sep 1991 English Publisher:Oxford University Press (OUP)Journal:Bulletin of the Chemical Society of Japan, volume 64, pages 2,762-2,765 (issn: 0009-2673, eissn: 1348-0634, Copyright policy )
Authors: Takashi Matsumoto; Hiromitsu Terao; Makoto Wada; Sachihiko Imai;

doi: 10.1246/bcsj.64.2762

The Synthesis of Hyptol and Its C-15 Epimer from (+)-Dehydroabietic Acid

Abstract

Abstract In order to elucidate the absolute configuration of C-15 in natural hyptol, methyl (15S)-12,16-dihydroxy-8,11,13-abietatrien-18-oate and its (15R)-epimer were transformed into (15S)-12,16-epoxy-11,14-dihydroxy-8,11,13-abietatrien-7-one (1a) and its (15R)-epimer (1b), respectively. The synthetic 1a w as identical to natural hyptol. Thus, the stereochemistry of C-15 in the natural compound was conclusively assigned as S-configuration.

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selected citations
These citations are derived from selected sources.
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
4
Average
Top 10%
Average
bronze