Efficient Approach for the Synthesis of Novel Functionalized Isoxazolines from Limonene

Abstract

New functionalized isoxazolines were effeciently and easily prepared from limonene. The procedure involves a peri‐ and regioselective 1,3‐dipolar cycloaddition of nitrile oxides on the monoterpene external double bond, followed by a highly chemoselective RuCl₃‐NaIO₄ oxidative cleavage of the internal one. All the newly prepared isoxazolyl‐ketoacids were fully characterized from their spectroscopic data.

Keywords:

• 1,3‐dipolar cycloaddition
• isoxazolyl‐ketoacids
• limonene
• nitrile oxides
• oxidative cleavage
• ruthenium