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Total Synthesis of Kehokorins A-E, Cytotoxic p-Terphenyls.
Takahashi, Shunya; Suda, Yasuaki; Nakamura, Takemichi; Matsuoka, Koji; Koshino, Hiroyuki.
Affiliation
  • Takahashi S; RIKEN Center for Sustainable Resource Science , Wako, Saitama 351-0198, Japan.
  • Suda Y; RIKEN Center for Sustainable Resource Science , Wako, Saitama 351-0198, Japan.
  • Nakamura T; Division of Material Science, Graduate School of Science and Engineering, Saitama University , Saitama 338-8570, Japan.
  • Matsuoka K; RIKEN Center for Sustainable Resource Science , Wako, Saitama 351-0198, Japan.
  • Koshino H; Division of Material Science, Graduate School of Science and Engineering, Saitama University , Saitama 338-8570, Japan.
J Org Chem ; 82(6): 3159-3166, 2017 03 17.
Article in En | MEDLINE | ID: mdl-28267327
This paper describes a general method for the synthesis of kehokorins A-E, novel cytotoxic p-terphenyls. 2,4,6-Trihydroxybenzaldehyde served as a common building block for preparation of the central aromatic ring. Construction of their p-terphenyl skeletons was achieved by a stepwise Suzuki-Miyaura coupling, whereas the phenyldibenzofuran moiety was built up by an intramolecular Ullmann reaction. Introduction of an l-rhamnose residue into partly protected kehokorin B was performed by the trichloroacetimidate method.
Subject(s)

Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Terphenyl Compounds Language: En Journal: J Org Chem Year: 2017 Document type: Article Affiliation country: Japan Country of publication: United States

Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Terphenyl Compounds Language: En Journal: J Org Chem Year: 2017 Document type: Article Affiliation country: Japan Country of publication: United States