HETERO DIELS-ALDER REACTION OF p-TRIFLUOROACETYLATED VINYL ETHERS WITH VINYL ETHERS TO ACCESS FLUORINE-CONTAINING DIHYDROPYRAN DERIVATIVES-A MOLECULAR ORBITAL CALCULATION STUDY

摘要

The reactivity differences between β-trifluoroacetylvinyl ethers (1), β,β-bis(trifluoroacetyl)vinyl ethers (2), β-acetylvinyl ethers (3), and P,P-diacetylvinyl ethers (4) in the hetero Diels-Alder reaction with vinyl ethers giving dihydropyrans (5, 6, 7, and 8, respectively) are discussed on the basis of molecular orbital calculations. Frontier orbital interactions and activation energies of these reactions were estimated using DFT calculations.