Asymmetric Total Synthesis of an Iboga-Type Indole Alkaloid, Voacangalactone, Newly Isolated from Voacanga africana

Asymmetric Total Synthesis of an Iboga-Type Indole Alkaloid, Voacangalactone, Newly Isolated from Voacanga africana
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DOI:
10.1021/ol3027945
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发表时间:
2012-11-16
期刊:
影响因子:
5.2
通讯作者:
Takayama, Hiromitsu
Takayama, Hiromitsu
中科院分区:
化学1区
文献类型:
--
作者:
Harada, Masaya;Asaba, Ken Nunettsu;Takayama, Hiromitsu

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从非洲瓦坎加(Voacanga africana)中分离得到一个新的六环伊博加型吲哚生物碱-瓦坎加内酯(1),并通过不对称全合成确定了其绝对构型,其中包括以氨基二烯为原料的不对称Dials桤木反应、异奎宁环和吲哚骨架的构建等关键步骤。
A new hexacyclic iboga-type indole alkaloid, voacangalactone (1), was isolated from Voacanga africana, and its structure including the absolute configuration was established by asymmetric total synthesis involving such key steps as the asymmetric Dials Alder reaction using an aminodiene and the construction of an isoquinuclidine ring and an indole skeleton.