Diels-Alder Reaction of (4E, 6E)-and (4E, 6Z)-Alloocimene with Methyl Acrylate

Abstract

The addition of methyl acrylate (2) to alloocimene (1) was investigated and four adducts were isolated by distillation, column and gas chromatograpy.
Thteir s a det on d b of NM: R speM. were as follows; methyl (2 uethyl 1-ppapenyl t-5dimethst-3-qyClohe)f-1r (3). t-2 2, y14. cdwthyl-3ptclptclelN1me-r-1-catrbcm!ptlasje di.
The small amount of isomer contained in both additious would not be produced by isomerization of the adducts, but by thermal equilibration between (1a) and (1b) in methyl acrylate.
It has been found that the reactivity for isomers is larger for (1a) than for (1b) in the addition of (2) and (1).