Rhazinilam–leuconolam family of natural products: a half century of total synthesis

Abstract

Covering: 1972 to 2021

The rhazinilam family of natural products exhibits a main structure with a stereogenic quaternary carbon and a tetrahydroindolizine core imbedded within a 9-membered macrocycle, imposing axial chirality. This unique architecture combined with their taxol-like antimitotic activities have attracted various attention, especially from synthetic chemists, notably in the past decade. The present review describes the known total and formal syntheses of the members of the rhazinilam family (rhazinilam, rhazinal, leuconolam and kopsiyunnanines), according to the strategy developed.