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Gold-Catalyzed Synthesis of Icetexane Cores: Short Synthesis of Taxamairin B and Rosmaridiphenol

Quynh Thuy Le, Lihui Guo, Seung Lyeol Lee, Junseong Lee, Chang Ho Oh

2020Organic Letters15 citationsDOI

Abstract

We report the short synthesis of two natural products, rosmaridiphenol and taxamairin B, from key intermediates 5a and 5b, which were prepared from enynals 8a and 9b, respectively, by using a gold-catalyzed cyclization reaction. This approach can be widely applied in the synthesis of [6,7,6]-fused tricyclic compounds found in many icetexane diterpenoids.

Topics & Concepts

ChemistryCatalysisTricyclicCombinatorial chemistryStereochemistryOrganic chemistrySynthetic Organic Chemistry MethodsMarine Sponges and Natural ProductsTraditional and Medicinal Uses of Annonaceae