Organocatalytic domino/cascade reactions provide a convenient method for the construction of highly functionalized cyclic molecular structures bearing multiple stereocenters in a highly stereoselective fashion.

No abstract

Amphidinolide E is a 19-membered macrolide possessing potent cytoxic activity. The macrolide core having two key intermediates alcohol and acid was synthesized efficiently. The THF ring segment was synthesized from Dglucose as chiral precursor, whereas the cis-tetrahydrofuran ring was established by stereoselective intramolecular oxymercuration reaction. The acid component having E-diene was established by Stille cross coupling of vinyl iodo and vinly stannane segment. Coupling reaction of acid segment and alcohol was examined.

The title compounds are stereo‐ and regioselectively prepared in nontoxic solvent by 1,3‐dipolar cycloaddition of isatin, prolin/pipecolic acid, and nitrochromenes.