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Relay Cross Metathesis for the Iterative Construction of Terpenoids and Synthesis of a Diterpene-Benzoate Macrolide of Biogenetic Relevance to the Bromophycolides.
Organic Letters ( IF 5.2 ) Pub Date : 2020-03-31 , DOI: 10.1021/acs.orglett.0c00935
Karim A Bahou 1 , D Christopher Braddock 1 , Adam G Meyer 2 , G Paul Savage 2
Affiliation  

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.

中文翻译:

萜类化合物的迭代构建的中继交叉复分解和与溴藻类生物遗传相关的二萜-苯甲酸大环内酯的合成。

我们报告了一个迭代协议中的萜类化合物的中继交叉复分解(ReXM)反应。该协议具有中继驱动的Δ6,7-官能化的C10-单萜类醇与C10-单萜类柠檬酸酯的交叉复分解反应,形成C15-倍半萜烯。随后的功能组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溴藻内酯家族具有生物遗传相关性的二萜-苯甲酸酯大环内酯。
更新日期:2020-04-24
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