Rapid biomimetic total synthesis of (±)-rossinone B.
Rapid biomimetic total synthesis of (±)-rossinone B.
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DOI：
10.1021/ol102438r
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发表时间：
2010-11
期刊：
影响因子：
5.2
通讯作者：
Ziyang Zhang;Jia-Hua Chen;Zhen Yang;Yefeng Tang
中科院分区：
文献类型：
--
作者：
Ziyang Zhang;Jia-Hua Chen;Zhen Yang;Yefeng Tang
通过一锅法烯丙基重排/氧化反应生成乙烯基醌27，通过分子内Diels-Alder反应构建乙烯基醌28的线性6-6-5三环核，和双共轭加成/β-消除级联反应完成1的全合成。
A biomimetic total synthesis of (±)-rossinone B has been achieved through a highly efficient strategy featuring a series of rationally designed reactions, including a one-pot allylic rearrangement/oxidation reaction to generate the vinyl quinone 27, an intramolecular vinyl quinone Diels-Alder reaction to construct the linear 6-6-5 tricyclic core of 28, and a double conjugate addition/β-elimination cascade to complete the total synthesis of 1.