Biomimetic Total Synthesis of (±)-Carbocyclinone-534 Reveals Its Biosynthetic Pathway.

Biomimetic Total Synthesis of (±)-Carbocyclinone-534 Reveals Its Biosynthetic Pathway.
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DOI:
10.1021/acs.orglett.0c02865
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发表时间:
2020-10
期刊:
影响因子:
5.2
通讯作者:
Chunlei Qu;Xianwen Long;Yueqian Sang;Min Zhang;Xiaoli Zhao;Xiao-song Xue;Jun Deng
Chunlei Qu;Xianwen Long;Yueqian Sang;Min Zhang;Xiaoli Zhao;Xiao-song Xue;Jun Deng
中科院分区:
化学1区
文献类型:
--
作者:
Chunlei Qu;Xianwen Long;Yueqian Sang;Min Zhang;Xiaoli Zhao;Xiao-song Xue;Jun Deng

文献摘要

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Carbocyclinone-534 is a new antibiotic produced after the metabolism of tapinarof. We identify a biomimetic total synthesis of carbocyclinone-534 in eight steps by taking advantage of an intermolecular Diels-Alder homodimerization/dehydrogenation/intramolecular Diels-Alder cycloaddition cascade. This synthetic sequence provides direct experimental evidence for revealing the biosynthetic pathway of carbocyclinone-534.