ChemInform Abstract: Triflic Acid-Mediated Rearrangements of 3-Methoxy-8-oxabicyclo[3.2.1]octa-3,6-dien-2-ones: Synthesis of Methoxytropolones and Furans

Autor: Christine Meck, Ryan P. Murelli, Noushad Mohd, Yvonne D. Williams
Rok vydání: 2014
Předmět:
Zdroj: ChemInform. 45
ISSN: 0931-7597
DOI: 10.1002/chin.201419034
Popis: Methoxytropolones are useful scaffolds for therapeutic development because of their known biological activity and established value in the synthesis of α-hydroxytropolones. Upon treatment with triflic acid, a series of 3-methoxy-8-oxabicyclo[3.2.1]octa-3,6-dien-2-ones rearrange rapidly and cleanly to form methoxytropolones. Interestingly, bicycles that are derived from dimethyl acetylenedicarboxylate (R2 = R3 = CO2Me) instead form furans as the major product.
Databáze: OpenAIRE