Concise Total Synthesis of Herqulines B and C

Concise Total Synthesis of Herqulines B and C
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DOI:
10.1021/jacs.8b13029
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发表时间:
2019-01-09
影响因子:
15
通讯作者:
Baran, Phil S.
Baran, Phil S.
中科院分区:
化学1区
文献类型:
--
作者:
He, Chi;Stratton, Thomas P.;Baran, Phil S.

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本文报道了Herquline B和C的一种简单的全合成方法,该方法以其他研究者以前报道的还原性生物合成为模型。从酪氨酸开始,这些生物碱通过二聚化、大环化和四个连续的还原而形成。从这些研究中出现的战略见解,这些紧张的生物碱的合成,以及温和的条件下,彻底减少二酮哌嗪。
A simple total synthesis of herqulines B and C is reported, modeled on the reductive biosynthesis reported previously by other researchers. Commencing from tyrosine, these alkaloids were fashioned through a dimerization, macrocyclization, and four consecutive reductions. Emerging from these studies are strategic insights on the synthesis of these strained alkaloids, as well as mild conditions for the exhaustive reduction of diketopiperizines.