87615-95-0Relevant academic research and scientific papers
Synthesis of α-Pyrones from Vinylogous Thiol Esters and α-Oxo Ketene Dithioacetals
Dieter, R. Karl,Fishpaugh, Jeffrey R.
, p. 2031 - 2046 (2007/10/02)
Vinylogous thiol esters and α-oxo ketene dithioacetals can be converted into α-pyrones by a strategy involving 1,2-nucleophilic addition of ester, ketone, or hydrazone enolate anions, followed by acid-promoted rearrangement to a δ-keto ester, thiol ester, or acid and subsequent enol lactonization.These multistep procedures can be carried out without isolation and purification of intermediates and afford α-pyrones in good overall yields.The synthetic routes are complementary in terms of substitution patterns and limitations.
A Versatile Synthesis of α-Pyrones
Dieter, R. Karl,Fishpaugh, Jeffrey R.
, p. 4439 - 4441 (2007/10/02)
The α-oxoketene dithioacetal functionality is exploited in a versatile and efficient synthesis of annulated and simple α-pyrones.The alkyl substitution pattern about the α-pyrone ring can be modified at all four olefinic carbon atoms in a systematic manner.
