Abstract Primary and secondary α-bromoketones react with the potassium salt (3) to afford 2- [E-2-(p-toluenesulfonyl)-ethenyloxy]-ketones. On treatment with LDA followed by p-TsOH, good yields of the corresponding 3-or 2, 3-substituted-4-tosylfuran are obtained, from which the 4-substituent may be reductively removed. 3-Aryl or alkyl-4-tosylfurans undergo regiospecific metalation at C-5 and Friedel-Crafts acylation at C-2. These processes ...
[Savle, Prashant S.; Doncel, Gustavo F.; Bryant, Stephen D.; Hubieki, M. Patricia; Robinette, R. Graham; Gandour, Richard D. Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 17 p. 2545 - 2548]
