Enantioselective Total Synthesis of Aspergillide C

Enantioselective Total Synthesis of Aspergillide C
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DOI:
10.1021/ol802803x
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发表时间:
2009-02-05
期刊:
影响因子:
5.2
通讯作者:
Kuwahara, Shigefumi
Kuwahara, Shigefumi
中科院分区:
化学1区
文献类型:
--
作者:
Nagasawa, Tomohiro;Kuwahara, Shigefumi

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曲霉内酯 C 是一种从海洋来源的真菌 Aspergillus ostianus 中分离出来的细胞毒性 14 元大环内酯,其首次对映选择性全合成是由市售的手性缩水甘油衍生物通过 12 步序列完成的,包括快速制备环状缩醛中间体和反式选择性 Ferrier 型二碳同系化反应。
The first enantioselective total synthesis of aspergillide C, a cytotoxic 14-membered macrolide isolated from the marine-derived fungus Aspergillus ostianus, has been accomplished from a commercially available chiral glycidol derivative by a 12-step sequence involving an expeditious preparation of a cyclic acetal intermediate and a trans-selective Ferrier-type two-carbon homologation reaction.