Direct Generation of Triketide Stereopolyads via Merged Redox-Construction Events: Total Synthesis of (+)-Zincophorin Methyl Ester.

Direct Generation of Triketide Stereopolyads via Merged Redox-Construction Events: Total Synthesis of (+)-Zincophorin Methyl Ester.
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DOI:
10.1021/jacs.5b05296
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发表时间:
2015-07-22
影响因子:
15
通讯作者:
Krische MJ
Krische MJ
中科院分区:
化学1区
文献类型:
--
作者:
Kasun ZA;Gao X;Lipinski RM;Krische MJ

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通过13步(最长线性序列)制备(+)-锌磷甲酯。2-甲基-1,3-丙烷二醇的双向氧化还原双抗丁基化直接组装了横跨C4-C12的三酮立体聚物,显著提高了步骤经济性,并使(+)-锌磷甲酯的构建几乎减少了之前所需步骤的一半。
(+)-Zincophorin methyl ester is prepared in 13 steps (longest linear sequence). A bidirectional redox-triggered double anti-crotylation of 2-methyl-1,3-propane diol directly assembles the triketide stereopolyad spanning C4-C12, significantly enhancing step-economy and enabling construction of (+)-zincophorin methyl ester in nearly half the steps previously required.