Total Synthesis of (±)‐Englerin A Using An Intermolecular [3+2] Cycloaddition Reaction of Platinum‐Containing Carbonyl Ylide |
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Authors: | Prof. Dr. Hiroyuki Kusama Aoi Tazawa Dr. Kento Ishida Prof. Dr. Nobuharu Iwasawa |
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Affiliation: | 1. Department of Chemistry, Tokyo Institute of Technology, Tokyo, Japan;2. Department of Chemistry, Faculty of Science, Gakushuin University, Tokyo, Japan |
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Abstract: | Total synthesis of (±)‐Englerin A has been achieved starting from γ,δ‐ynone 5 in 14 steps. The key feature of this synthesis is the highly efficient and stereoselective preparation of 8‐oxabicyclo[3.2.1]octane derivative 6 , a core skeleton of Englerin A, based on an inverse electron‐demand [3+2] cycloaddition reaction of the platinum‐containing carbonyl ylide, which was developed in our laboratory. |
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Keywords: | [3+2] cycloaddition carbonyl ylide natural products platinum total synthesis |
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