27181-44-8Relevant academic research and scientific papers
Triacetic acid lactone methyl ether as a natural products synthon
Younis, Younis M.,Al-Shihry, Shar S.
, p. 589 - 591 (2000)
Deprotonation at the 6-methyl group of 4-methoxy-6-methyl-3-trimethylsilyl-2H-pyran-2-one (ld) resulted in the formation of an extended enolate (le) which was spectroscopically identified. The utility of this enolate towards the synthesis of some natural products of polyketide origin has been described, e.g. the synthesis of 4-methoxy-6-(2-oxopropyl)-2H-pyran-2-one (4) and 4-methoxy-6-phenacyl-2H-pyran-2-one (5), the former having been isolated from Penicillium stipitatum culture, and the synthesis of 5,6-dehydrokawain (6), a natural product extracted from the wood of Aniba firmula and from the seeds of Alpina blepharocalyx. CSIRO 2000.
PREPARATION OF ENOL LACTONES OF 3,5,7-TRIKETO AND 3,5,7,9-TETRAKETO ACIDS BY THE CONDENSATION OF 4,6-DIMETHOXY-2-PYRONE WITH ANIONS OF MONO- AND DIKETONES
Ray, John A.,Harris, Thomas M.
, p. 1971 - 1974 (2007/10/02)
Condensations of the anions of acetone, acetophenone, acetylacetone and benzoylacetone with 4,6-dimethoxy-2-pyrone afforded good yields of the corresponding 6 substituted 4-methoxy-2-pyrones which were converted to the 4-hydroxy analogs by demethylation with iodotrimethylsilane.
