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Title: Total Synthesis of (�)-camphorataimides and (�)-himanimides by NaBH4/Ni(OAc)2 or Zn/AcOH Stereoselective Reduction
Authors: Chang, C. F.;Lai, Z. C.;Lee, Yean-Jang
Contributors: 化學系
Date: 2008-05
Issue Date: 2012-12-10T02:51:51Z
Publisher: Elsevier
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.
Relation: Tetrahedron, 64(19): 4347-4353
Appears in Collections:[Department of Chemistry] Periodical Articles

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