Synthesis of an isomer of the renieramycin skeleton from L -tyrosine

摘要

A new approach that tried to obviate the use of bromine protection groups was studied to synthesize (-)-renieramycin G from L-tyrosine. It was found that the first intermolecular Pictet-Spengler reaction proceeded successfully to give the correct tetrahydroisoquinoline precursor 6. However, the second intramolecular Pictet-Spengler cyclization step failed to give the desired product, and an isomer of the skeleton of the renieramycins was obtained via 12 steps starting from L-tyrosine.