Zhao, X. and Yang, S., 2018. The asymmetric synthesis of furanoseterterpene from marine natural products. In: Liu, Z.L. and Mi, C. (eds.), Advances in Sustainable Port and Ocean Engineering. Journal of Coastal Research, Special Issue No. 83, pp. 386–391. Coconut Creek (Florida), ISSN 0749-0208.

In this paper, the asymmetric synthesis of furanoseterterpene from marine natural products is studied. In the stereo selective synthesis of 16-deacetoxy-scalarafuran, (+) -scalarolid and the analogues of both, scalareol is as starting material and by eight steps reaction, methyl ent-isocopalate is synthetized; in the synthesis of sesterstatins 4/5 and scalarafuran, methyl ent-isocopalate is as the intermediate, to complete the stereoinversion hydroxyl. The key intermediate, III-25, is obtained by Wittig reaction, and the halogenated furan ring is introduced. The intramolecular reductive Heck reaction is as the key step, to get the natural product sesterstatins 4/5 and scalarafuran; in the synthesis of sesterterpene compounds with furan ring, compound II-16 is as the substrate, and the intermediate IV12 and IV13 can be obtained by four steps reaction; the epoxy compounds are obtained by double bond epoxidation. Experiments show that this method is very versatile and greatly improves the development accuracy of marine products.

This content is only available as a PDF.
You do not currently have access to this content.