In:
Australian Journal of Chemistry, CSIRO Publishing, Vol. 50, No. 9 ( 1997), p. 933-
Abstract:
Reaction of 7-oxototara-8,11,13-trien-13-yl acetate (3) with acetic
anhydride-perchloric acid affords the γ-pyrone (8) in addition to the previously reported acetyl derivative (4). Baeyer–Villiger oxidations of
the ketones (3) or (5) have given starting material or complex mixtures, but the ε-lactone (9) and the rearranged product (11) were isolated from two
experiments with (3). Oxidation of 13-methoxytotara-8,11,13-triene (2) with Jones reagent gives the 7-oxo derivative (5) and a low yield of a ring B
opened substituted p-benzoquinone (13). Pathways to (11) and (13) are proposed.
Type of Medium:
Online Resource
ISSN:
0004-9425
Language:
English
Publisher:
CSIRO Publishing
Publication Date:
1997
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