Catalytic Asymmetric Total Synthesis of Exiguolide
Catalytic Asymmetric Total Synthesis of Exiguolide
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埃克果内酯的催化不对称全合成
DOI：
10.1002/chem.202001773
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发表时间：
2020
期刊：
影响因子：
--
通讯作者：
Ishihara Jun
中科院分区：
文献类型：
--
作者：
Oka Kengo;Fuchi Shunsuke;Komine Keita;Fukuda Hayato;Hatakeyama Susumi;Ishihara Jun
报道了催化不对称全合成(−)- exiguolide，一种嵌入双（四氢吡喃）基序的20元大环内酯复合物。会聚合成包括通过催化不对称烯丙化和Prins环化构建C1-C11四氢吡喃片段，通过催化不对称环缩合反应和Johnson-Claisen重排形成C12-C21膦酸酯片段。本文还介绍了15 -外酯内酯的合成。
The catalytic asymmetric total synthesis of (−)‐exiguolide, a complex 20‐membered macrolide embedded with a bis(tetrahydropyran) motif, is reported. The convergent synthesis involves the construction of the C1–C11 tetrahydropyran segment via catalytic asymmetric allylation and Prins cyclization, and the formation of the C12–C21 phosphonate segment via catalytic asymmetric cyclocondensation reaction and Johnson–Claisen rearrangement. The synthesis of 15‐epi‐exiguolide is also described.