Total synthesis of (+)-crocacin C

Total synthesis of (+)-crocacin C
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DOI:
10.1021/ol0064664
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发表时间:
2000-10-19
期刊:
影响因子:
5.2
通讯作者:
Rizzacasa, MA
Rizzacasa, MA
中科院分区:
化学1区
文献类型:
--
作者:
Feutrill, JT;Lilly, MJ;Rizzacasa, MA

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(+)-crocacin C(3)的首次不对称合成被描述,这证实了该化合物的绝对构型。该序列的关键步骤是通过锡烷5和碘化乙烯6之间的Stille交叉偶联对(E,E)-二烯酰胺侧链进行立体选择性组装。
[GRAPHICS]The first asymmetric synthesis of (+)-crocacin C (3) is described which served to confirm the absolute configuration of this compound. The key step in the sequence was the stereoselective assembly of the (E,E)-diene amide side chain by a Stille cross-coupling between the stannane 5 and vinyl iodide 6.