Synthesis of the C1–C10 Fragment of Madeirolide A

• DOI: 10.1021/acs.orglett.6b00777
• Publication Date: 2016-04-14T16:04:44Z
• Authors: Sunghyun Hwang; Inhwan Baek; Chulbom Lee
• Keywords: 01 natural sciences; 0104 chemical sciences; 3. Good health

The synthesis of a fully elaborated C1-C10 fragment of madeirolide A has been achieved via a strategy based on a series of stereospecific processes. The concise synthetic route also features an iridium-catalyzed visible light induced radical cyclization for construction of the THP ring and a palladium-catalyzed glycosylation for formation of the α-cineruloside linkage.