Total Synthesis of Nortopsentin D via a Late-Stage Pinacol-like Rearrangement
Total Synthesis of Nortopsentin D via a Late-Stage Pinacol-like Rearrangement
复制标题
通过后期频那醇样重排全合成 Nortopsentin D
DOI:
10.1021/acs.orglett.1c01681
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发表时间:
2021
期刊:
影响因子:
5.2
通讯作者:
Tepe, Jetze J.
中科院分区:
文献类型:
--
作者:
Keel, Katarina L.;Tepe, Jetze J.
Nortopsentin D is part of a class of bis(indole) alkaloids known for their biological activity, including inhibitory activity in tumoral cells and antifungal activity. Herein we describe the first total synthesis of nortopsentin D, in which amidine and dione undergo a pivotal condensation and subsequent cyclization via a pinacol-like rearrangement. This synthesis represents a unique strategy for the formation of 5,5-disubstituted (4H)-imidazol-4-one containing natural products, many of which have yet to succumb to total synthesis.