Readily available natural products with a small compact frame are very suitable as a starting material since they are sustainable. Furthermore, synthesis of their derivatives is an important challenge in improving diversity of the compounds to search for new biological activities. The conversion of the natural material to generate structural diversities in an efficient manner is important. Diversity-oriented synthesis (DOS), in which complex compounds are rapidly assembled from simple starting materials, has been widely adopted. Among these natural products, use of small building blocks in search for new biologically active molecules in particular has great potential since the range of derivatization of the compounds increases when they have small compact frames. The concept of the derivatization of natural products to widen the diversity of the compounds is natural materials-related diversity-oriented synthesis “NMRDOS”. Zerumbone, having powerful latent reactivity and containing three double bonds, two conjugated and one isolated, and a double conjugated carbonyl group in an eleven-membered ring structure, is a monocyclic sesquiterpene found as the major component of the essential oil of wild ginger, Zingiber Zerumbet Smith. Zerumbone with its structural features has the potential to become one of the most important compounds displaying NMRDOS character. In this study, we examined that a novel strategy for the creation of diverse compounds using zerumbone. Therefore, we could access the wide chemical space by this strategy.
