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Total Synthesis of (±)‐Englerin A Using An Intermolecular [3+2] Cycloaddition Reaction of Platinum‐Containing Carbonyl Ylide
Authors:Prof. Dr. Hiroyuki Kusama  Aoi Tazawa  Dr. Kento Ishida  Prof. Dr. Nobuharu Iwasawa
Affiliation:1. Department of Chemistry, Tokyo Institute of Technology, Tokyo, Japan;2. Department of Chemistry, Faculty of Science, Gakushuin University, Tokyo, Japan
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.
Keywords:[3+2] cycloaddition  carbonyl ylide  natural products  platinum  total synthesis
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