C–H-Functionalization logic guides the synthesis of a carbacyclopamine analog

Abstract

The chemical synthesis of carbacyclopamine analog 2, a cyclopamine analog with an all-carbon E-ring, is reported. The use of C–H-functionalization logic and further metal-catalyzed transformations allows for a concise entry to this new class of acid-stable cyclopamine analogs.

Keywords

• cyclopamine
• C–H-functionalization
• hedgehog signaling pathway
• natural products
• steroidal alkaloids