WCC 15 |
A straightforward method for the synthesis of 2-arylvinyl methyl ethers has been developed which avoids the use of the Wittig reaction and the removal of the corresponding phosphorous by-products. The first reaction step converts an aryl ketone to a glycidic ester via a Darzen's condensation. The ester is then hydrolyzed to form a carboxylate salt which, upon acidification, provides the penultimate aryl alkyl-substituted acetalaldehyde. An acid-catalyzed reaction with methanol with concomitant in situ removal of methanol affords the vinyl ether in good yields. These compounds are key intermediates in the preparation of biologically active compounds. |
The Merck Index Women in Chemistry
2:30 PM-4:30 PM, Monday, August 17, 2009 Walter E. Washington Convention Center -- Hall D, Poster
Women Chemists Committee |