Abstract

The efficient synthesis of several spirocyclic imines of similar structure to that present in the shellfish toxins, the spirolides and gymnodimine, is described. The key steps involved double α-alkylation of simple lactam starting materials, Grubbs’ ring closing metathesis of the resultant bis-alkylated lactams and LiEt3BH reductio­n of the TEOC protected lactams to imines.

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