Relay Cross Metathesis for the Iterative Construction of Terpenoids and Synthesis of a Diterpene-Benzoate Macrolide of Biogenetic Relevance to the Bromophycolides.
Relay Cross Metathesis for the Iterative Construction of Terpenoids and Synthesis of a Diterpene-Benzoate Macrolide of Biogenetic Relevance to the Bromophycolides.
复制标题
用于迭代构建萜类化合物和合成与溴藻内酯生物遗传相关的二萜-苯甲酸酯大环内酯的中继交叉复分解。
DOI：
10.1021/acs.orglett.0c00935
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发表时间：
2020
期刊：
影响因子：
5.2
通讯作者：
Bahou KA
中科院分区：
文献类型：
--
作者：
Bahou KA
我们报告了中继交叉复分解（ReXM）反应的建设萜类化合物的迭代协议。该方案的特征在于继电器驱动的Δ 6，7-官能化的C10-类单萜醇与C10-类单萜柠檬醛的交叉复分解以形成C15-倍半萜。随后的官能团操作允许以迭代方式重复该方法。该方法用于合成与天然产物的溴藻内酯家族具有生物遗传相关性的二萜类-苯甲酸酯大环内酯。
We report a relay cross metathesis (ReXM) reaction for the construction of terpenoids in an iterative protocol. The protocol features the cross metathesis of a relay-actuated Δ6,7-functionalized C10-monoterpenoid alcohol with C10-monoterpenoid citral to form a C15-sesquiterpene. Subsequent functional group manipulation allows for the method to be repeated in an iterative fashion. The method is used for the synthesis of a diterpene-benzoate macrolide of biogenetic relevance to the bromophycolide family of natural products.