Total Syntheses of Lycoposerramine‐V and 5‐epi‐Lycoposerramine‐V |
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| Authors: | Lan‐De Zhang Ting‐Ting Zhou Sen‐Xing Qi Jie Xi Dr. Xiao‐Liang Yang Prof. Dr. Zhu‐Jun Yao |
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| Affiliation: | State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing National Laboratory of Microstructures, Nanjing University, 22 Hankou Road, Nanjing 210093 (P. R. China) |
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| Abstract: | Enantioselective total syntheses of lycopodium alkaloids lycoposerramine‐V and 5‐epi‐lycoposerramine‐V have been accomplished. Features of the newly established total synthesis include: 1) introduction of the first chiral center with a scalable desymmetrization reaction of an meso‐anhydride; 2) chemoselective functionalization of a bis‐Weinreb‐amide with Grignard addition; and 3) construction of the multifunctionalized cyclohexanone with a stereoselective intramolecular Michael addition. |
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| Keywords: | alkaloids chemoselectivity Michael addition lycoposerramine‐V total synthesis |
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