Three rings in one step: a quick approach to IKD-8344.

Three rings in one step: a quick approach to IKD-8344.
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DOI:
10.1002/anie.201201395
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发表时间:
2012-05
期刊:
影响因子:
--
通讯作者:
Yang Zou;Yikang Wu
Yang Zou;Yikang Wu
中科院分区:
--
文献类型:
--
作者:
Yang Zou;Yikang Wu

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通过一条收敛路线实现了天然抗生素IKD-8344的高效对映选择性全合成。这条路线的特点是通过甲磺酸盐的分子内O烷基化反应与通常相当容易的β消除和/或α外消旋反应(见方案,ms=甲磺酰基)竞争,从线性聚酮前体同时形成四氢呋喃环。
A highly efficient enantioselective total synthesis of the natural antibiotic IKD-8344 is achieved through a convergent route. This route features an otherwise impossible concurrent formation of the THF rings from a linear polyketide precursor through intramolecular O alkylations of mesylates in competition with normally rather facile β elimination and/or α racemization reactions (see scheme, Ms=methanesulfonyl).