Syntheses of Denudatine Diterpenoid Alkaloids: Cochlearenine, N-Ethyl-1α-hydroxy-17-veratroyldictyzine, and Paniculamine.

Syntheses of Denudatine Diterpenoid Alkaloids: Cochlearenine, N-Ethyl-1α-hydroxy-17-veratroyldictyzine, and Paniculamine.
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DOI:
10.1021/jacs.6b07268
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发表时间:
2016-08-31
影响因子:
15
通讯作者:
Sarpong R
Sarpong R
中科院分区:
化学1区
文献类型:
--
作者:
Kou KG;Li BX;Lee JC;Gallego GM;Lebold TP;DiPasquale AG;Sarpong R

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本文首次合成了裸形二萜生物碱Cochlearenine、N-乙基-1 α-羟基-17-藜芦酰dictyzine和paniculamine(分别由16步合成25步、26步和26步)。这些合成利用了我们以前在制备乌头碱型天然产物中使用的共同中间体(8)。本文报道的合成完成了制备C20,C19和C18二萜生物碱的统一策略的实现。
The denudatine-type diterpenoid alkaloids cochlearenine, N-ethyl-1α-hydroxy-17-veratroyldictyzine, and paniculamine have been synthesized for the first time (25, 26, and 26 steps from 16, respectively). These syntheses take advantage of a common intermediate (8) that we have previously employed in preparing aconitine-type natural products. The syntheses reported herein complete the realization of a unified strategy for the preparation of C20, C19, and C18 diterpenoid alkaloids.
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