H. Wasserman, R. Gambale, M. Pulwer
1981
Citations
0
Influential Citations
46
Citations
Journal
Tetrahedron
Abstract
Abstract Oxazoles may be used as masked forms of activated carboxylic acids since they readily form triamides on reaction with singlet oxygen. With 2-alkyl-4,5-diphenyloxazoles, the triamides formed on photooxygenation undergo selective nucleophilic attack at the acyl carbonyl derived from the 2-oxazole position. Using 2-(ω- hydroxyalkyl)-4,5- diphenyloxazoles as substrates, the oxidation-acylation sequence may be employed for the synthesis of macrolides including (±)-recifeiolide and (±)-di-0-methylcurvularin.