Enantioselective 1,3-dipolar cycloadditions of nitrones with unsaturated aldehydes promoted by a recyclable tetraarylphosphonium supported imidazolidinone catalyst

• The supported imidazolidinone was used to catalyze the 1,3-dipolar cycloadditions.
• The products were obtained in good yields with excellent d.r. and ee.
• Catalyst could be recycled for at least four times without loss of its activity.

The tetraarylphosphonium supported chiral imidazolidinone catalyzes the enantioselective 1,3-dipolar cycloadditions of nitrones and α,β-unsaturated aldehydes to provide isoxazolidine aldehydes in good yields with excellent diastereo- and enantioselectivities. Most importantly, the tetraarylphosphonium supported imidazolidinone catalyst can be readily recovered and recycled for further transformations at least four cycles without observing significant decrease in yield and stereoselectivity.

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