Total Synthesis of (-)-Cinatrin C-1 Based on an In(OTf)(3)-Catalyzed Conia-Ene Reaction

Total Synthesis of (-)-Cinatrin C-1 Based on an In(OTf)(3)-Catalyzed Conia-Ene Reaction
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基于 In(OTf)(3) 催化 Conia-Ene 反应全合成 (-)-Cinatrin C-1

DOI:
10.1021/jo400263w
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发表时间:
2013
影响因子:
3.6
通讯作者:
Jun; Hatakeyama Susumi
Jun; Hatakeyama Susumi
中科院分区:
化学2区
文献类型:
--
作者:
Urabe;Fumiya; Nagashima;Shunsuke; Takahashi;Keisuke;Ishihara;Jun; Hatakeyama Susumi

文献摘要

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完成了磷脂酶A2抑制剂(-)-cinatrin C1的立体控制全合成。的关键特征包括立体选择性建设的高度取代的四氢呋喃核心,通过在(OTf)3-催化Conia-烯反应的氧栓系的炔属丙二酸酯,然后通过二羟基化伴随内酯化。
The stereocontrolled total synthesis of (−)-cinatrin C1, a phospholipase A2inhibitor, has been accomplished. The key feature includes the stereoselective construction of the highly substituted tetrahydrofuran core by In(OTf)3-catalyzed Conia–ene reaction of the oxygen-tethered acetylenic malonic ester followed by dihydroxylation with concomitant lactonization.