Synthetic studies on biologically active alkaloids starting from lactam-type chiral building blocks

This review describes synthetic studies on biologically active alkaloids starting from three lactams. A stereodivergent process for the synthesis of 3-piperidinol alkaloids and the total synthesis of cytotoxic marine alkaloids, clavepictines A, B, pictamine, and lepadin B, were achieved starting from our original lactam-type chiral building block1. The synthesis of the proposed structure for dart-poison frog alkaloid223A and a stereodivergent process for the synthesis of decahydroquinoline-type dart-poison frog alkaloids were achieved from lactam31. Finally, synthesis of the revised structure for the above alkaloid223A and dart-poison frog alkaloid2071 was also achieved starting from lactam68.