Enantioselective Total Synthesis of (+)-Sieboldine A

Enantioselective Total Synthesis of (+)-Sieboldine A
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( )-Sieboldine A 的对映选择性全合成

DOI:
10.1021/acs.orglett.6b03416
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发表时间:
2017
期刊:
影响因子:
5.2
通讯作者:
C.
C.
中科院分区:
化学1区
文献类型:
--
作者:
Abd El-Gaber;M. K.; Yasuda;S.; Iida;E.; Mukai;C.

文献摘要

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石松生物碱是一类具有独特多环骨架的天然产物。1,2这些生物碱的名称来源于石松属的石松属物种,它们最初是从石松属物种中分离出来的。3石松生物碱分为四个不同的结构类别:fawcettimine类、石松碱类、石松碱类和杂类(图1)。含有氢化茚的天然产物,如西博尔定A1、阿朴尿苷2和法西替明3被分类在法西替明组中。含有吡啶或吡啶酮环的天然产物,如石杉碱甲4,被归类为石松碱类。此外,含有四个相互连接的六元环的生物碱,如石松碱5,是石松碱组的成员。最后,缺乏上述结构特征之一的天然产品是杂项类的成员,如海洋6。4
The Lycopodium alkaloids are a large group of natural products characterized by their unique polycyclic frameworks. 1, 2 These alkaloids derive their name from the Lycopodium species of clubmosses from which they were originally isolated. 3 The Lycopodium alkaloids are divided into four distinct structural classes; the fawcettimine class, the lycopodine class, the lycodine class and the miscellaneous class (Figure 1). Hydrindane containing natural products, such as sieboldine A 1, alopecuridine 2 and fawcettimine 3 are classified in the fawcettimine group. Natural products that contain a pyridine or pyridone ring, such as huperzine A 4, are classified in the lycodine group. Furthermore, alkaloids that contain four interconnected sixmembered rings, such as lycopodine 5, are members of the lycopodine group. Finally, natural products that are devoid of one of the aforementioned structural features are members of the miscellaneous class, such as phlegmarine 6. 4