Abstract

Intramolecular silyl nitronate olefin cycloaddition starting from nitro olefins 1 and leading to substituted tetrahydrofuran rings fused to isoxazolines 5 has been achieved in a one-pot protocol involving Michael addition, silylation, cycloaddition, and desilylation steps. The results show that unlike nitrile oxides, silyl nitronates undergo highly stereoselective intramolecular cycloadditions to produce functionalized heterocyclic rings.

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