Synthesis and highly regioselective Diels-Alder reaction of functionalized isoprenes involving a terminal alkoxy group and chemical modification of the resulting …
A variety of functionalized isoprenes involving a terminal alkoxy group (2 and 3) were newly synthesized according to eq 1, 2, and 3. These compounds proved to undergo a cycloaddition with various unsymmetric dienophiles highly regioselectively without a Lewis acid catalyst. Moreover, the resulting adducts 11 were transformed to cyclohexadienes 12 through elimination of an alcohol.