Total synthesis of crisamicin A

Total synthesis of crisamicin A
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DOI:
10.1021/ol800977n
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发表时间:
2008-07-17
期刊:
影响因子:
5.2
通讯作者:
Yang, Zhen
Yang, Zhen
中科院分区:
化学1区
文献类型:
--
作者:
Li, Zhengtao;Gao, Yingxiang;Yang, Zhen

文献摘要

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首次实现了天然产物crisamicin A(1)的立体选择性全合成,通过Pd/TMTU催化的烷氧羰基环化反应生成独特的顺式吡喃稠合内酯,通过分子间Diels-Alder反应构建吡喃萘醌单元,并通过钯-硫脲钳形络合物催化的萘醌功能化单元的自偶联反应。
Stereoselective total synthesis of natural product crisamicin A (1) was accomplished for the first time via the Pd/TMTU-catalyzed alkoxycarbonylative annulation to generate a unique cis-pyran-fused lactone, an intermolecular Diels-Alder reaction to construct the pyranonaphthoquinone unit, and a novel Pd-thiourea pincer complex-catalyzed homocoupling of functionalized naphthoquinones.