Stereoselective synthesis of marine sesterterpenes, 16-deacetoxy-scalarafuran, (+)-scalarolide and their analogs |
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| Authors: | Wen-Yuan FanZheng-Lin Wang Zi-Gang ZhangHong-Chang Li Wei-Ping Deng |
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| Institution: | Shanghai Key Laboratory of Functional Materials Chemistry, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China |
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| Abstract: | The stereoselective synthesis of C12 oxygenated marine scalaranic sesterterpenes 16-deacetoxy-scalarafuran, (+)-scalarolide and their unnatural analogs were described. Three key transformations were involved in their synthesis, which are the ring-opening rearrangement of epoxide, stereoselective Diels-Alder addition, and one-pot γ-butenolide formation process, and the absolute configurations of natural (+)-scalarolide and 16-deacetoxy-scalarafuran were confirmed. |
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