Optimization of the Microwave-Assisted Ortho Ester Claisen Rearrangement: Application to Monoterpenols

Abstract

Two monoterpenols, perillyl alcohol and nerol, have been converted into their γ,δ-unsaturated ester derivatives following a modified process of microwave-assisted ortho ester Claisen rearrangement. The yields obtained (>90%) are better than those previously obtained. The optimized process needs less reaction time (5 min), smaller amount of reagent, and no solvent.

Keywords:

• Focused microwave
• Johnson–Claisen
• monoterpenol
• ortho ester rearrangement

Notes

^a Molecular ratio.

^b In oil bath.

^c Under microwaves.

^a Molecular ratio.

^b In oil bath.

^c In DMF.

^d Under microwaves.