Rearrangement of Methyl 9β-hydroxy-(11)-oxo-(-)-kauran-19-oate to a New Skeletal Ring b Aromatic Diterpene with Boron Trifluoride- Etherate and Acetic Anhydride. Proof to its Mechanistic Pathway

Rearrangement of Methyl 9β-hydroxy-(11)-oxo-(-)-kauran-19-oate to a New Skeletal Ring b Aromatic Diterpene with Boron Trifluoride- Etherate and Acetic Anhydride. Proof to its Mechanistic Pathway

The postulated mechanistic pathway from methyl 9β-hydroxy-11-oxo-(-)-kauran-19-oate (1) to a new skeletal ring B aromatic diterpene (2) by rearrangement with boron trifluoride-etherate in acetic anhydride has been proved by means of the 13 C n.m.r. spectroscopy in combination with deuterium labeling...

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Veröffentlicht in:Natural product letters 1994-07, Vol.4 (4), p.241-245
Hauptverfasser: Nakano, Tatsuhiko, Maillo, Maria Aracelis, Usubillaga, Alfredo
Format: Artikel
Sprache:eng
Schlagworte:
deuterium labeling
kauran derivative
mechanistic pathway
rearrangement
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Zusammenfassung:The postulated mechanistic pathway from methyl 9β-hydroxy-11-oxo-(-)-kauran-19-oate (1) to a new skeletal ring B aromatic diterpene (2) by rearrangement with boron trifluoride-etherate in acetic anhydride has been proved by means of the 13 C n.m.r. spectroscopy in combination with deuterium labeling techniques.
ISSN:1057-5634
DOI:10.1080/10575639408043913