Divergent Synthesis of Marine Natural Products Siphonodictyal B, Corallidictyals C/D, and Liphagal Based on the Early Presence of an Aldehyde Group Instead of a Late-Stage Introduction

作者：Wang, Jun-Li; Li, Hui-Jing; Wu, Yan-Chao^*

来源：Journal of Organic Chemistry, 2018, 83(15): 8716-8723.

DOI：10.1021/acs.joc.8b00989

• SPONGE AKA-CORALLIPHAGA
• PHOSPHOINOSITIDE 3-KINASE INHIBITORS
• ENANTIOSELECTIVE TOTAL-SYNTHESIS
• ALPHA PI3K-ALPHA INHIBITOR
• IN-SITU GENERATION
• EFFICIENT SYNTHESIS
• AROMATIC-ALDEHYDES
• COMBRETASTATIN A-4
• FRONDOSIN-B
• (+)-LIPHAGAL

An iodine-promoted sunlight-induced olefin Z/E isomerization reaction together with a palladium-catalyzed direct cross-coupling reaction of a drimanal hydrazone and an iodobenzaldehyde, without touching the aromatic aldehyde group, facilitated a divergent and expeditious access to bioactive marine natural products siphonodictyal B, corallidictyals C/D, and liphagal based on the early presence of an aldehyde group instead of a late-stage introduction.

• 出版日期2018-8-3
• 单位哈尔滨工业大学