Synthetic studies on the dienophile unit of methyl isosartortuoate. Part 2: SmI2-mediated 14-membered carbocyclization |
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| Authors: | Zhangyong HongXingxiang Xu |
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| Institution: | Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China |
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| Abstract: | The dienophile unit of methyl isosartortuoate has been synthesized. The 14-membered carbocycle was constructed by a SmI2-mediated intramolecular Reformatsky reaction. The introduction of the oxo group at the γ-position of the α,β-unsaturated ester was achieved by rearrangement of an β,γ-epoxy ester. |
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| Keywords: | methyl isosartortuoate dienophile unit β γ-epoxy ester rearrangement SmI2-mediated carbocyclization |
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