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Two simple steps, including a new intramolecular [4+3] cycloaddition, are required for the preparation of polycycles that contain a seven‐membered ring from 2‐methyleneaziridines (see scheme). The diene component is introduced by selective lithiation/alkylation at C3 of the aziridine ring. Lewis acid catalyzed cyclization leads to the products in good yields with stereocontrol.

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No abstract

Lithiation and alkylation of a 2-isopropylidineaziridine bearing an (S)-alpha-methylbenzyl group on nitrogen proceeds with high levels of diastereocontrol (80-90% de).