Structural determination of montanacin D by total synthesis |
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| Authors: | Takahashi Shunya Hongo Yayoi Tsukagoshi Yuki Koshino Hiroyuki |
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| Affiliation: | RIKEN (The Institute of Physical and Chemical Research), Wako, Saitama 351-0198, Japan. shunyat@riken.go.jp |
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| Abstract: | The first total syntheses of acetogenin 3 and its 4 S,8 R-isomer are described. The key step involves intermolecular metathesis of an alpha,beta-unsaturated ketone carrying a tetrahydropyranyl lactone with a tetrahydrofuran derivative. Compound 3 has spectroscopic and physical data consistent with those of natural montanacin D, suggesting that the absolute configuration of the natural product is as shown in 3. |
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