Cycloadducts Synthesis and Relative Stereochemistry Determined by NMR and DFT-GIAO calculations

Autor: Gabriela C. Resende, Elson S. Alvarenga
Rok vydání: 2013
Předmět:
Zdroj: Proceedings of the 15th Brazilian Meeting on Organic Synthesis Proceedings.
DOI: 10.5151/chempro-15bmos-bmos2013_20139711943
Popis: The isobenzofuran-1(3H)-ones (or phthalides) and dihydro, tetrahydro, and hexahydro derivatives are a group of secondary metabolites mostly produced by several genera of the family Apiaceae 1 . These bicyclic -lactones have been studied because of their wide range of bioactivities 2 .In our work, the Diels-Alder reaction was chosen as the key step to obtain tetrahydroisobenzofuran-1(3H)-ones derivatives from C-5 substituted butenolides, since ,-unsaturated -lactones act as excellent dienophiles in cycloaddition reactions with dienes 3 .
Databáze: OpenAIRE