Stereoselective Total Synthesis and Structural Elucidation of (−)‐Indoxamycins A–F |
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| Authors: | Chi He Chenlong Zhu Bingnan Wang Prof. Dr. Hanfeng Ding |
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| Affiliation: | Department of Chemistry, Zhejiang University, 148 Tianmushan Road, Hangzhou 310028 (China) |
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| Abstract: | In this study, a concise and stereoselective approach for the divergent total synthesis of (?)‐indoxamycins A–F is described. The key steps of the strategy include an Ireland–Claisen rearrangement, an enantioselective 1,6‐enyne reductive cyclization, and a tandem 1,2‐addition/oxa‐Michael/methylenation reaction. The relative and absolute configuration of these natural products has been unambiguously elucidated, and their cytotoxic activities against HT‐29 and A‐549 tumor cell lines are also reported. |
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| Keywords: | biological evaluation enyne cyclization structure elucidation tandem reaction total synthesis |
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