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Asymmetric Total Synthesis of (−)‐Cladospolide B |
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| Authors: | Wen‐Kuan WANG Ji‐Yong ZHANG Jin‐Mei HE Shi‐Bing TANG Xiao‐Lei WANG Xue‐Gong SHE Xin‐Fu PAN |
| Institution: | 1. Department of Chemistry, State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu 730000, China;2. State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, Gansu 730000, China;3. Tel.: 0086‐0931‐8912276;4. Fax: 0086‐0931‐8912582 |
| Abstract: | An enantioselective total synthesis of (?)‐cladospolide B was described. The key steps in this synthesis include(a) a Sharpless asymmetric dihydroxylation to elaborate syn diol at C‐4 and C‐5 positions; (b) a Mitsunobu esterification to reverse the configuration at C‐11 from (S) to (R); and (c) a ring‐closing metathesis to access the 12‐membered macrocyclic ring. |
| Keywords: | (− )‐cladospolide B Sharpless asymmetric dihydroxylation Mitsunobu esterification ring‐closing metathesis |