Advances in the Semi-Synthesis of Triterpenoids

Recent achievements in triterpenoid semi-synthesis are discussed in this short review, which is divided into three parts according to the type of synthetic strategy being employed. These strategies include functionalization, modification of the carbon skeleton, and glycosylation. In the section on functionalization strategies, both functional group interconversions and new functional group installations on triterpenoid starting materials are described. The section on modification of the carbon skeleton is divided into three parts according to the tactic being applied, and incorporates rearrangement of the carbon skeleton, ring scission, and introduction of an additional heterocyclic ring. Meanwhile, in the section on glycosylation, notable achievements in the semi-synthesis of both natural and artificial triterpene saponins are discussed. Overall, the pivotal transformations that have brought about striking chemical structure variations of triterpenoid starting materials are highlighted herein, and it is hoped that this short review will provide inspiration to both established and new investigators engaged in this field of research.