Iterative Cyclopropanation: A Concise Strategy for the Total Synthesis of the Hexacyclopropane Cholesteryl Ester Transfer Protein Inhibitor U-106305

摘要

The first enantioselectrive total synthesis of the hexacyclopropane natural product U-106305, which is produced by Streptomyces sp. UC 11136, is described in full detail. Considerations on the biosynthesis of U-106305 and its close resemblance to the pentacycloprophane bacterial metabolite RT-900848(10) led to the proposal that its previously undnown stereostructure should be represented as 11.