Synthesis of an isomer of the renieramycin skeleton from L‐tyrosine |
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Authors: | Wei Liu Wen Fang Dong Xiang Wei Liao Bao He Guan Zhan Zhu Liu |
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Affiliation: | Key Laboratory of Bioactive Substances and Resources Utilization of Chinese Herbal Medicine (Ministry of Education), Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People's Republic of China |
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Abstract: | 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. J. Heterocyclic Chem., (2011). |
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