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Total Synthesis of (−)‐FR182877 through Tandem IMDA–IMHDA Reactions and Stereoselective Transition‐Metal‐Mediated Transformations
Authors:Natsumi Tanaka  Takahiro Suzuki Dr  Takehiko Matsumura  Yosuke Hosoya  Masahisa Nakada Prof Dr
Institution:Department of Chemistry and Biochemistry, Faculty of Science and Engineering, Waseda University, 3‐4‐1 Ohkubo, Shinjuku‐ku, Tokyo 169‐8555 (Japan), Fax: (+81)?3‐5286‐3240, http://www.chem.waseda.ac.jp/nakada/e‐index.html
Abstract:Intelligent design : The total synthesis of the cytotoxic (?)‐FR182877 relies on 1) tandem Diels–Alder reactions to close rings A–D (see scheme), 2) a palladium‐mediated 7‐exo‐trig reaction, and 3) an iridium‐mediated isomerization followed by epimerization and stereoselective reduction.
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Keywords:antitumor agents  cycloaddition  natural products  polycycles  strained molecules
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