Asymmetric Total Synthesis of Neobraclactone C.
Asymmetric Total Synthesis of Neobraclactone C.
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DOI：
10.1021/acs.orglett.2c03970
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发表时间：
2022-12
期刊：
影响因子：
5.2
通讯作者：
Xinhang Zhang;Hanyang Sun;C. Han;He Wang;Junpeng Zhang;Di Zhang;B. Lin;Huiming Hua;Maosheng Cheng;Yongxian Liu
中科院分区：
文献类型：
--
作者：
Xinhang Zhang;Hanyang Sun;C. Han;He Wang;Junpeng Zhang;Di Zhang;B. Lin;Huiming Hua;Maosheng Cheng;Yongxian Liu
采用收敛合成策略，以已知原料为原料，以最长的线性序列，分22步完成了新苦内酯C的不对称全合成。关键步骤包括空间位阻/氢键双重控制的α，β-不饱和酮Heck芳基化反应一步合成半缩酮和顺式烯基，以及CeCl 3催化的三环化合物的合成。
Asymmetric total synthesis of neobraclactone C was finished for the first time using the convergent synthetic strategy in 22 steps in the longest linear sequence from known materials. The key steps include a steric hindrance/hydrogen bond dual-controlled Heck arylation of α,β-unsaturated ketone to construct hemiketal and cis-alkenyl in one step and a CeCl3-catalyzed tricycle formation.