Synthetic approaches to naturally occurring ten-membered-ring lactones

The strategies for the synthesis of naturally occurring ten-mernbered-ring lactones, which are the most abundant of the medium-ring lactones, are discussed. According to their structures and/or biosynthesis, the molecules are classified in monocyclic polyketides, monocyclic oxylipins, aliphatic bicyclic and aromatic bicyclic lactones. in each subsection, the lactones are presented in chronological order of their isolation. Representative complex systems bearing multiple functionalities in addition to the lactone moiety, as well as a selection of recent synthetic approaches to non-natural medium-ring lactones, are briefly presented.Univ São Paulo, Inst Quim, BR-05513970 São Paulo, BrazilUniversidade Federal de São Paulo, BR-09972270 Diadema, SP, BrazilUniversidade Federal de São Paulo, BR-09972270 Diadema, SP, BrazilWeb of Scienc