Total synthesis of (±)-camphorataimides and (±)-himanimides by NaBH4/Ni(OAc)2 or Zn/AcOH stereoselective reduction |
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Authors: | Chia-Fu Cheng |
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Institution: | Department of Chemistry, National Changhua University of Education, Changhua 50058, Taiwan |
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Abstract: | Maleic anhydride 1 of Antrodia camphorate, which can be isolated from Chinese herbal medicine, is achieved in which the longest linear sequence is only five steps, in 40% overall yield from commercially available succinic anhydride. The crucial antrodimides 3 and 2 can be readily transformed by the chemoselective reduction with Zn/AcOH and NaBH4/Ni(OAc)2·4H2O to afford the naturally occurring camphorataimides, 4 and 5, in high yields as well, respectively. This synthetic strategy can also be modified to give access to a variety of different maleic acid derivatives, himanimides 6-8. |
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Keywords: | Antrodia camphorate Himanimides NaBH4/Ni(OAc)2 Zn/AcOH Stereoselective reduction |
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