Synthesis of the A,G-spiroimine of pinnatoxins by a microwave-assisted tandem Claisen–Mislow–Evans rearrangement

The synthesis of the characteristic A,G-spiromine of pinnatoxins and pteriatoxins employing a microwave-assisted tandem Claisen–Mislow–Evans rearrangement is described. The study also features a highly efficient Suzuki–Miyaura cross-coupling reaction forming a tetrasubstituted vinyl ether as a part of the dihydropyran ring and a brief study of the hydrolytic stability of the spirocyclic imine.