First total synthesis of haplacutine C

TETRAHEDRON LETTERS

卷:57

Article

Kutsumura, Noriki^1,2  Numata, Keisuke²  Saito, Takao² 

[1] Univ Tsukuba, Int Inst Integrat Sleep Med WPI IIIS, 1-1-1 Tennodai, Tsukuba, Ibaraki 3058575, Japan

[2] Tokyo Univ Sci, Fac Sci, Dept Chem, Shinjuku Ku, Tokyo 1628601, Japan

关键词: Total synthesis;    Haplacutine C;    Natural product;    Quinolinone alkaloid;    Stille coupling;   

DOI  :  10.1016/j.tetlet.2016.10.070

来源: Elsevier

【 摘 要 】

A total synthesis of haplacutine C has been achieved. The synthetic key features were the intramolecular aldol condensation for construction of the 4-quinolinone skeleton and the Stille coupling for elongation of the dienol side chain. In addition, the 4-O-protected-quinolines were also utilized as the synthetic equivalents of 4-quinolinone at the stage of side chain transformation. (C) 2016 Elsevier Ltd. All rights reserved.

【 授权许可】

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